Vacation Rentals By Owner In Brewster, MA

$609.04

Sunset on Brewster flats! Clean, comfortable home with private yard. Location !

Brewster, Massachusetts, United States

Location is great. Perfect for families. Home has comfortable furnishings with open living space that flows out to deck and yard. There are 3 good size bedrooms with queen beds, 2 bathrooms and central air conditioning. The master bedroom has a private bathroom attached. Located on a quiet street with a nice yard, deck and patio and backs up to conservation land for privacy. Close to the bike path, Nickerson State Park, Linnell's Landing Beach and Cobie's. Well equipped kitchen with outdoor grill, outdoor shower and patio. Quiet neighborhood in a great location. Everything you need for a memorable family vacation. Linens, beach chairs, beach towels, cooler and umbrella included.

3

Bed

2

Bath

6

Sleeps

$870.41

/ Nightly

Condo

NEW for 2026 - SEARS POINT PRIVATE ASSOCIATION BEACH & CAPE COD BAY VIEWS!

Brewster, Massachusetts, United States

NEW for 2026 - SEARS POINT PRIVATE ASSOCIATION BEACH, HEATED POOL & CAPE COD BAY VIEWS!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrDiscover a luxurious escape at Sears Point where this bright and airy first-floor unit offers breathtaking views of Cape Cod Bay and beautifully manicured gardens. brRecently renovated the interior boasts an open-concept design featuring a gourmet kitchen with high-end appliances and quality cabinetry.brThe spacious living room with built-ins and a large dining area opens to a screened porch all providing magnificent bay views. brRelax in the first-floor master suite complete with scenic vistas and enjoy the convenience of a second king bedroom on the main floor. brbrThe lower level offers an additional 660 sq ft of finished space including a full bath and laundry facilities. It features sleeping arrangements with a Queen Bed with Twin Trundle and two Single Convertible beds. brbrEnjoy the exclusive amenities of the complex including a private association beach, two private tennis courts and a heated association pool - all just minutes away.brExperience peace and comfort at this exceptional Cape Cod retreat.brbrFirst Floor: Bedroom #1 - 1st Floor Primary Bedroom -1 King bed with en-suite bath; Bedroom #2 - 1 King bed; Lower Level -1 Queen Bed with Twin Trundle and 2 Single Convertible bedsbrbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you ll receive free tickets every day of your stay to top activities, including:br - Golfingbr - Bike Kayak Rentalsbr - Whale Watcher Cruisebr - Round Trip Ticket to explore Martha Vineyard NantucketbrbrNote: Saturday-to-Saturday stays only. brbrAdditional Information:br - Smoking is not permitted.br - Pets are not allowed.br - Bed sheets, pillowcases, and towels are provided. (Beds Made!)br - Travel Insurance is available upon request.br - Payment accepted via Visa, Mastercard, American Express, e-Check. brbrLeighton Rentals - BR0851

2

Bed

3

Bath

8

Sleeps

$575.16

/ Nightly

Condo

NEW for 2026 - Bright & Airy Ocean Edge Resort Howland Village 2BR, 2BA

Brewster, Massachusetts, United States

NEW for 2026 - Bright Airy Ocean Edge Resort Howland Village 2BR, 2BAbrbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrThis recently refreshed end unit in the Howland Village is tucked in a quiet corner of the Ocean Edge Villages and just a short drive to some of Brewster s beautiful beaches. New flooring, two ductless A/C units, kids supplies and a straight staircase are some of the highlights of this delightful unit.brbrThe first floor features a bright and open layout with the living room hosting a TV and seating area. A sofa, chairs and a gas fireplace welcome you to relax and enjoy the view from the sliding doors to the patio. The backyard patio features a dining table and umbrella as well as a gas grill for your summer barbecuing!brThe indoor dining area also seats up to 6 and is open to the kitchen and living room spaces. The kitchen has new countertops and is fully equipped including microwave, toaster and a drip coffee maker.brbrThe bedroom on the first floor has a King size bed, TV and includes a ductless unit in a delightfully appointed setting. Just adjacent to the first floor bedroom is a shared bathroom with a low-lip glass door shower. The washer and dryer are housed in the hall closet outside the first floor bathroom.brbrThe straight stairway leads to the loft which features two Twin size beds. A TV and full bathroom are also in the upstairs area. A well stocked closet of toys, games, kid s dining sets, cups, bed guard rails and coloring supplies awaits here, along with a Trip Trapp highchair! The convertible sofa bed in the living room has a queen sized bed for additional sleeping.brbrThis unit allows for guests to purchase passes to Ocean Edge Resort's indoor pool, 2 outdoor pools, saunas, Jacuzzis, basketball courts, volleyball courts, tennis courts, fitness centers and a myriad of other activities.brbrDine at the Ocean Terrace restaurant featuring a swanky outdoor bar and dining area at the Ocean Edge Mansion with breathtaking views of Cape Cod Bay.brbrBrewster is world famous for its and pristine beaches, fine restaurants, art galleries, antique shops and parks all of which are only a short distance from the unit. Many of the most beautiful bay-side beaches are only about a 5 minute drive. Brewster offers over 48 freshwater ponds and many bay-side beaches that recede out over a mile at low tide offering a wonderful view of sandbars, clam beds and tidal pools teeming with sea life. These Brewster beaches offer unsurpassed peaceful solitude shorebirds enchanting wildlife and spectacular sunsets.brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you'll receive free tickets every day of your stay to top activities, including:br - Golfingbr - Bike Kayak Rentalsbr - Whale Watcher Cruisebr - Round Trip Ticket to explore Martha Vineyard Nantucketbrbr*Note: Saturday-to-Saturday stays only.brbrSponsored Guest Pool Passes:br-Guests may purchase Sponsored Guest Pool Passes, which include access to Arbor and Fletcher Pools, the Fletcher Cardio Center, and scheduled children s activities throughout the Villages.brTennis and pickleball courts are also available for use. (additional fee may apply)brbr-Pool passes are NOT included in your stay and must be purchased separately. The Ocean Edge Resort Golf Club manages the distribution, fees, and operations of all amenities, which are subject to change without notice.brbrAdditional Information:br * Smoking is not permitted.br * Pets are not allowed.br * Bed sheets, pillowcases, and towels are Not provided.br * Travel Insurance is available upon request.br * Payment accepted via Visa, Mastercard, American Express, e-Check. brbrLinens and Towels Package: Additional $185. (Please call for this service) brbrLeighton Rentals - HO0857

Bed

Bath

Sleeps

$666.96

/ Nightly

Cottage

Waterfront on Long Pond and Black Pond!

Brewster, Massachusetts, United States

Waterfront on Black Pond and Long Pond! Two bedrooms plus sleeping loft cottage. Inside you will find the charm of Cape Cod from the moment you open the door. Nautically inspired interior design with a focus on maximized use of space, this vacation home is a dream come true. The living room is bright and tastefully accented with colorful rugs, whimsical art and comfy furnishings (sofa is a pull-out bed). The remodeled kitchen is fully equipped and ready for the catch of the day. An attached dining area affords the option of dining inside or out on the pond-side patio. Also on the main level is Bedroom 1 with a full size bed and Bedroom 2 with full sized sofa bed and TV, a 3/4 bath with shower. There is also a sweet little nook with a day bed, books and a view of Black Pond. Climb the stairs to the upstairs loft with 2 twin bed trundle and sitting area. Air conditioning throughout will keep you cool during the hot summer days. The outdoor shower is a soothing place to end a full day. This cottage is cute as can be but this home is built on a little piece of Heaven and the many joys of summer on Cape Cod are steps away. Just .3 miles to the Cape Cod Rail Trail. Come and visit Brewster,the ponds, the shops, the summer baseball, the parks and beaches, all are close at hand and waiting for you to enjoy.brbr**Please note property has dryer only. Tight Tank Septic system restricts owner from having a washer**

Bed

Bath

Sleeps

$603.8

/ Nightly

Private Vacation Home

DISNBRE: Beach Cottage - A Quintessential Beach Cottage in Brewster, MA

Brewster, Massachusetts, United States

This quintessential beach cottage has views of Cape Cod Bay from the front yard. Gorgeous vacation home just .1 mile to a private association beach on Cape Cod Bay! You will love the screened in porch, a wonderful outside shower, and a simply relaxing and charming atmosphere. Home has 4 large bedrooms and 3 full baths. There is an A/C unit in every bedroom and in the living room. Master bedroom, kitchen and dining room have central air. Private back deck has a gas grill and dining table. Great location to everything the Cape has to offer!

Bed

Bath

Sleeps

$549.36

/ Nightly

Private Vacation Home

5 BR/2 Bath Brewster Home Blueberry Pond/Cape Rail Trail.

Brewster, Massachusetts, United States

Spacious home centrally located to everything Brewster has to offer. We are steps to Blueberry Ponds Beach and the Bike Rail Trail. We are a short car ride to Brewsters many Bay beaches, Cobe's Ice Cream, the General Store and Historic 6A. Supermarkets are 10 minutes from the house and Nauset Beach is 15 minutes. Our house has two bedrooms downstairs and 3 upstairs, we have plenty of beds including 2 kings and 1 queen, plus 6 twins. There are 2 remodeled bathrooms as well with walkin showers. Renovated upstairs includes new flooring walls and lighting. Plus central air and heat. Also, you'll enjoy the privacy of our 2 acres of land.

Bed

Bath

Sleeps

$789.73

/ Nightly

Private Vacation Home

Private beach, hot tub, and dog friendly – The Keeper!

Brewster, Massachusetts, United States

Escape to our inviting beach home just 100 steps away from the secluded Point of Rocks beach in Brewster, where spectacular sunsets await you. Delight in exploring endless tidal flats, whether taking brisk walks in winter or paddleboarding in the bay during the summer. Embrace the serene beauty of the Cape as you lounge in the hot tub beneath the stars, barbecue on the patio, or cozy up by the fireplace. With ample space for family and friends, including your beloved pet.brbrI respect the autonomy of my guests and can easily be reached by facetime, email, text, carrier pigeon, smoke signal, or yodeling. brbrWe love our neighbors and are very respectful of the peace and tranquility of the neighborhood, therefore, we do not allow any parties or events at the Keeper and strictly enforce this rule. brbrBrought to you by the Heart of Cape Cod, Keeper is a bright and spacious beach retreat just 100 steps from Brewster’s treasured Point of Rocks Beach—where stunning sunsets, expansive tidal flats, and quiet coastal rhythms define each day.brbrTucked in a peaceful, family-friendly neighborhood, Keeper is perfect for travelers seeking easy access to the beach and a good night’s sleep. This is a no ragers, no reunions, no exceptions kind of place. We love our neighbors (and would like to keep them), so if you’re looking to host a party, this isn’t the home for you. Quiet hours are expected, and local law enforcement may show up if things get loud. Basically—keep it chill, or keep looking.brInside, light streams through every room—from the chef’s kitchen and cozy den to the quiet bedrooms and multiple lounge areas. Two refrigerators, a wine cooler, and an open layout make hosting meals easy, while reading nooks, board game lounges, and a Roku-ready living room offer plenty of ways to relax. Whether you’re gathering for family game night, enjoying solo time in the upstairs lounge, or soaking in the year-round hot tub after a beach walk, this home delivers comfort in every season.brbrSleeping Arrangementsbr• 2 King beds – private rooms with plush bedding and tranquil vibesbr• 1 Queen bed – upstairs room with additional twin and Roku TVbr• 3 Twin beds – flexible sleeping in peaceful cornersbr• 2 Twin-over-Full bunk beds – great for kids, cousins, or small group flexibilitybr• Optional: Queen sofa bed in the lower lounge—ideal for movie lounging or napping (linens by request only)brbrOutdoor Highlightsbr• Only 100 steps to private beach path—no pass needed, just sandy toes and sunset strollsbr• Year-round hot tub for unwinding under the starsbr• Gas grill and outdoor dining table for effortless summer dinnersbr• Deck seating surrounded by trees for coffee, cocktails, or a quiet readbr• Seasonal outdoor shower—refreshing post-beach rinsebrbrIndoor Amenitiesbr• Chef-ready kitchen with dual refrigerators, dishwasher, wine cooler, and full cookwarebr• Coffee bar with drip coffee maker, French press, kettle, Nespresso (pods not included), and complimentary coffee/tea optionsbr• Den with large-screen Roku TV and oversized custom sectionalbr• Formal sitting room with fireplace for cozy gatheringsbr• Game lounge with air hockey, Roku TV, and comfy seating areabr• Strong WiFi throughout for remote work or playbr• Four full bathrooms, including spa-inspired master bath with soaking tub and steam unit showerbrbrComfort & Essentialsbr• Mini-split heating and cooling throughout for year-round comfortbr• Ceiling fans and screened windows to let in fresh Cape airbr• Luxurious linens, Turkish towel sets, and charcoal-infused bamboo washclothsbr• Complimentary eco-conscious bath amenities: sulfate-free shampoo, nourishing conditioner, and refreshing body wash with no phosphates or microbeadsbr• Washer & dryer in unitbr• Award-winning, custom house manual with local tips, dining picks, and hidden gems included with every staybrbrLocation Perksbr• Nestled in a quiet, residential neighborhood—ideal for peaceful beach escapesbr• Just steps to the bay and Point of Rocks Beach for low tide walks, paddleboarding, and postcard sunsetsbr• Easy drive to Brewster’s shops, restaurants, ponds, and trailsbr• Access to the Cape Cod Rail Trail nearby for biking and exploringbrbrExtras Availablebr• Add-ons like Pack-n-Plays, Farm Fresh Eggs, Beach Cabanas, Romance Packages, and more available after bookingbr• Dog-friendly for one well-behaved pup (must be over 1 year old) with $100 pet fee. No cats, birds, ferrets, hamsters, or pet rocks—just one happy wooferbr• Minimum booking age: 25br• Professionally cleaned by a VRMA-award-winning team using CDC-approved products and protocolsbrbrBooking Notesbr• We understand that plans may shift, so we always recommend purchasing travel insurance for your vacation.br• Airbnb Guest Fee Transparency – We believe in clear pricing. We only set two things: a fair nightly rate and a set cleaning fee (what our professional team charges to clean/reset the home). Airbnb adds its own platform service fees on top of that and collects local taxes. These are not controlled or collected by us.brbrbrPlease note this is a QUIET, residential neghborhood. We strictly uphold our no parties or events rules!brCommunication with guests is important to us. Please be sure you have app notifications turned on for your phone as this will be our means of communicating with you before, during, and after your stay. Our digital guidebooks contain directions, instructions, and access information. It is your responsibility to review this information prior to arrival.

Bed

Bath

Sleeps

$594.59

/ Nightly

Private Vacation Home

2 Mi to Beach! Cape Cod Family Retreat w/ Deck

Brewster, Massachusetts, United States

Explore the quaint villages, the unique shops, and the spectacular beaches of Cape Cod from this Brewster vacation rental! This 4-bedroom, 2.5-bath home features hand-crafted woodwork and stained glass along with all the modern amenities you need. Go whale-watching in Provincetown, lounge at Linnell Landing Beach, or go hiking at Nickerson State Park while you’re here. Whether you want to explore area museums, go lighthouse gazing, or enjoy fine dining, this Cape Cod home is the retreat for you.brbr-- THE PROPERTY --brbrC0418730410 | 2,400 Sq Ft | Private Deck | Gas Grill | Outdoor ShowerbrbrBedroom Suite: Queen Bed, Queen Sleeper Sofa | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Bedroom 4: Queen Bed, Twin Bed | Living Room: Queen Sleeper SofabrbrOUTDOOR LIVING: Dining area, fire pit, private patio w/ picnic tablebrINDOOR LIVING: Flat-screen TV w/ DVD player & video library, wood-burning stove, desk workspace, hand-crafted woodwork, one-of-a-kind stained glass windowsbrKITCHEN: Stove/oven, fridge, microwave, dishwasher, coffee maker, cooking basics, dishware & flatware, spices, toaster, toaster ovenbrGENERAL: Keyless entry, complimentary toiletries, free WiFi, window A/C units, iron/board, trash bags & paper towels, linens & towels, washer/dryer, laundry detergentbrFAQ: 2 steps to access, 2-story propertybrPARKING: Driveway (5 vehicles)brbr-- THE LOCATION --brbrBEACHES: Linnell Landing Beach (2 miles), Ellis Landing Beach (2 miles), Breakwater Beach (4 miles), Skaket Beach (5 miles), Paine’s Creek Beach (5 miles), Nauset Beach (7 miles)brPARKS & OUTDOORS: Cape Cod Rail Trail Access (1 mile), Nickerson State Park (2 miles), Hawksnest State Park (4 miles)brLOCAL FUN: Rock Harbor (6 miles), Chatham Lighthouse (9 miles), Nauset Lighthouse (11 miles), Whydah Pirate Museum (15 miles)brDAY TRIPS: Provincetown (32 miles), Nantucket (46 miles), Plymouth (47 miles), Martha’s Vineyard (69 miles)brAIRPORT: Cape Cod Gateway Airport (18 miles)brbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbr- NOTE: The property requires 2 steps to access 3 bedrooms/2 bathrooms and additional steep stairs to reach the final bedroom/half bathroom

4

Bed

2

Bath

13

Sleeps

$635.0

/ Nightly

Private Vacation Home

Stunning Cape Home Near Chatham

Brewster, Massachusetts, United States

This pet & family friendly newly renovated home in the heart of the Cape has 3 bedrooms, 2.5 baths, and sleeps 8, making it ideal for families and groups to spread out and relax. With a spacious living room, media room, and a fully equipped kitchen with large dining space, this home is perfect for your summer trip. The large backyard allows for kids or pups to run around while you enjoy dining al fresco. A short drive from Brewster’s beautiful beaches and all that Orleans & Chatham has to offer!brbrWe offer special rates for 30+ days stays for travel nurses during the off season, please message us with questions - we are only 15 minutes from Cape Cod Hospital. brbrWelcome to your home away from home on Cape Cod! Hosted by HelmsBnB, our house is pet friendly and only minutes from the famous Brewster beaches, Orleans, Harwich, and Chatham. This is the perfect spot to call home during your family or group beach getaway.brbrThis beautiful, spacious location is only minutes from vibrant downtown Chatham's shops and restaurants. Other nearby attractions include Nauset Beach, Breakwater Beach, Brewster Flats, Jackknife Cove, Cape Cod Rail Trail, the Chatham A's Baseball Field, and Oyster Pond. brbrbrMain Floor:br-Living room with 2 oversized comfy sofas, large smart TV, and fireplace (for looks only!)br-Sliding glass doors exit onto to the back patiobr-Open concept with a modern kitchen, including stainless steel appliances and all the utensils you would need for home cooked mealsbr-Dining room table with seating for 6 (+2 bar stools)br-Half bathroombr-Laundry/mudroom with washer/dryer and complimentary laundry suppliesbrbrUpstairs:br-King bedroom with ample built-in storage space, TV, and en suite full bathbr-Queen bedroom with desk perfect for working from home (if you must) and a walk in closetbr-Bedroom with 2 twin beds and TVbr-Full bathroom with shower and tubbrbrLower Level:br-Media room with comfy, oversized, pull out queen sleeper sofa for extra sleeping spotsbr-Kids toys included; great spot to let them play while the adults enjoy the rest of the housebr-55 inch TV, ideal for movie nights!brbrGarage / Game Room:br- Ping pong tablebr- Air hockey tablebr- Couch and 2 lounge chairsbr- Bar table with seating along the wallbrbrOutside:br-Outdoor showerbr-Patio with lounge seatingbr-Gas grillbr-Solo Stove fire pit with adirondack chairsbr-Picnic table for additional seatingbr-Large driveway with plenty of room for parkingbrbrGuests have access to the full house, with the exception of a locked supply closet.brbrWhile we strive to minimize guest disturbances, we regularly maintain our home and may conduct lawn care during reservations, particularly on weekdays or during longer stays.brbrWe're happy to help with suggestions for places to go, but we will never be overbearing.brbrPet Policy:brWe absolutely adore dogs and would love to welcome yours! We must be notified at the time of booking and prior to your arrival that you’ll be bringing a pup (2 dogs max). There is a $125 per pet fee and owners are responsible for all waste pick up and any potential damage. All dogs must be house trained. Please note that we do not allow cats due to guest allergies.brbrSmoking is not permitted in the house or near any open exterior doors. brbrPlease remember this is our home so treat it like you would a friend's home and we will do our best to make you feel like you're a friend staying with us!brbrWe have installed exterior only security cameras for the safety of both guest and property. These cameras are actively recording both audio and video outside all entrances and side doors. Any tampering with cameras, including, but not limited to covering and otherwise disabling of these cameras are grounds for early termination of reservation with no refunds whatsoever.brbrPlease note that any refunds made in accordance with our cancellation policy will be less any credit card fees.

3

Bed

2

Bath

8

Sleeps

$485.94

/ Nightly

Private Vacation Home

Windswept at Nickerson

Brewster, Massachusetts, United States

Welcome to Windswept, a beautifully renovated 3-bedroom retreat nestled in the charming neighborhood of Brewster. This stunning property offers an inviting atmosphere with a layout designed for families to gather and enjoy quality time together. With neighborhood access to Nickerson Park, outdoor adventures are just moments away, making it an ideal spot for those who cherish nature.brThe home boasts three spacious bedrooms and two bathrooms, comfortably accommodating up to six guests. The bright and airy living area welcomes you with a perfect blend of modern style and cozy furnishings, encouraging relaxation after a day of exploration. Step outside to discover a fantastic deck, complete with a grill, perfect for summer barbecues while soaking in the serene surroundings. With a huge yard including a firepit, there is plenty of outdoor space to enjoy from day to night.brEnjoy the convenience of an outdoor shower, a refreshing way to rinse off after a day at the beach or park. This property is not just a home; it is a sanctuary where families can connect and create unforgettable memories. Nearby attractions include beautiful beaches and local dining options, ensuring that you'll find plenty to explore during your stay.brWith all these exceptional features, Windswept is a must-visit destination for your next family getaway. Book your stay today and experience the charm of Brewster!

Bed

Bath

Sleeps

$453.22

/ Nightly

Private Vacation Home

Brewster, MA Beach House with 1/2 Mile of Private Association Beach.

Brewster, Massachusetts, United States

COVID-19 ANNOUNCEMENT brFOR RESERVATIONS FROM NOW THROUGH OCTOBER 2025 WE ARE CONTINUING OUR 2020 CORVID -19 CANCELLATION POLICY WHICH OFFERS 100% REFUND IF YOU FIND IT NECESSARY TO CANCEL YOUR RESERVATION UP TO 14 DAYS PRIOR TO THE SCHEDULED TIME OF YOUR ARRIVAL.brbr_______________________________________________________________________________br PROPERTY DESCRIPTION brbrThe Brewster Beach House is located in the lovely Foster Road neighborhood in Brewster and less than a 4 minute walk to a 1/2-mile private association beach on Cape Cod Bay. The house is a 3 bedroom (sleeps 6), 2 bathroom Cape style home. It has an eat-in kitchen, a family room with cable/ 4K/SMART/ HDTV & broadband WiFi, 2 full bath bathrooms, 1 bedroom with a queen bed and 2 other bedrooms each with 2 twin beds. The first level bathroom has been totally renovated in 2019. Tenants are to provide their own linens and towels. New for 2022 the House has added a Lenox Central A/C and Heating system. (No more window A/C units). Also new for 2022 is a 30% larger deck with a safety railing system. This all new plastic AZEK deck has expanded space for the picnic table for 6, lounge chairs, chaise lounge, double glider and comfortable deck chairs for reading and relaxing. An outdoor shower and a gas grill for cooking the catch of the day are also provided..brbrCape Cod Bay and the Brewster Flats are only footsteps away with access to the exclusive private association beach. The Brewster flats are the largest tidal flats in North America, covering 12,000 acres across a 10 mile stretch. The soft, white, sandy, private ½ mile beach is never crowded. The Bay water is warm and great to swim in at a comfortable 65-80 degrees in the summer. The Brewster sand flats are incredible at low tide and extend for almost 2 miles out into the bay. This makes a perfect playground for children and adults alike to explore the tidal pools searching for small fish, shells, and crabs. It is also a great place to go sea clamming. brbrIn the 1800's, over 50 sea captains returned to shore, building mansions for their families. Today, many are beautifully preserved inns for the public. Nicknamed the The Sea Captain's Town for its notable charm. The Stony Brook Grist Mill was once a hub of commerce, with the mill grinding corn and the factory village creating shoes, furniture, and fabric.brbrThe Brewster Beach House is situated off of historic route 6A which is home to many charming antique stores, local shops, fine and casual dining and of course the Brewster General Store where you can get penny candy for 25 cents. It is also a short bike ride from the house to the Cape Cod Rail trail where you can ride your bike to Wellfleet or Yarmouth if you're up for it. The Brewster Whitecaps’ (Cape Cod Baseball League) home field is also a short drive or walk across route 6A and is always a great way to see up and coming baseball prospects and perhaps get a signed ball by the next Big Papi.brbrAlong with the main house there is also a quaint 2 room, 1 bathroom cottage (see VRBO listing #919318) on the property that can be rented on it's own or in conjunction with the main house for additional guests. The combined houses offer a unique opportunity for guests to invite grandparents, family or friends to join them on vacation while having a private space of their own. brbrPrime vacation rental weeks in July & August have a minimum stay of 7 days per week Saturday to Saturday. Off season weeks in April, May, June, September & October have minimum stays of 4 days per week starting on any day at a reduced daily rate. brbrVisit the Brewster Beach House soon and enjoy all that the town of Brewster and Cape Cod have to offer!br

3

Bed

2

Bath

6

Sleeps

$536.12

/ Nightly

Condo

Rare 3-bedroom 2.5 bath in Ocean Edge - close to rail trail

Brewster, Massachusetts, United States

New listing in Ocean Edge. This unique dormered patio-style home features 3 bedrooms and 2.5 bathrooms. Kitchen includes stainless steel appliances and built-in breakfast bar. Spacious living area w vaulted ceilings and a gas fireplace. Upstairs, two versatile bonus rooms (king bed w office/living area) and 1/2 bath. Outside, secluded patio and built-in gas fire pit. In-unit laundry, gas heating, central A/C, and a tankless hot water system. Located in a peaceful corner of Ocean Edge.

Bed

Bath

Sleeps

$428.68

/ Nightly

Private Vacation Home

Walk to Private Bayside Beach!

Brewster, Massachusetts, United States

Summary:brbr18841 - Wave-y Days: Walk to Private Bayside Beach!brbrbrbrThe Space:brbrWelcome to Wave-y Days, a charming vacation retreat just steps from the shimmering shores of Ellis Landing Beach. Located in the heart of Brewster, this delightful home is a mere 400 feet from private beach access, where you can frolic in the gentle surf, explore the expansive tidal flats, and soak in spectacular sunsets over Cape Cod Bay.brbrThe sunny exterior of Wave-y Day invites relaxation with Adirondack chairs, a grill for outdoor feasts, and a convenient outdoor shower to rinse off sandy toes. Step into the enclosed sun porch and let the rhythmic sound of crashing waves set the tone for your stay.brbrUpstairs, vibrant colors and cozy furnishings create an inviting space for up to six guests. Unwind in the comfortable living room with a movie or savor a peaceful moment with the ocean breeze from the sunroom. The home’s thoughtful design ensures every corner exudes vacation vibes.brbrWave-y Day is ideally situated for adventure. Beyond the beach, a short drive takes you to the Cape Cod Rail Trail for scenic biking excursions. Stroll through Brewster’s charming shops, or savor local flavors. Just 0.6 miles away, The Kitchen Cafe offers delectable breakfasts and lunches, while JT’s Seafood tempts with fresh lobster rolls and classic New England fare.brbrWhether you’re chasing sunsets, beachcombing with family, or simply relaxing with a good book, Wave-y Day promises a quintessential Cape Cod escape.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 6brBedroomsbr-Total 3br-1st Floor Bedroom: 1 Full Bedbr-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 1 Full Bed, 1 Twin BedbrBathroomsbr-Total 1br-1st Floor: Full Bath w/ ShowerbrOther Amenities:br-Window A/C in Bedroomsbr-WiFibr-Smart TVbr-Streaming Servicebr-Washer/Dryer br-Propane Grillbr-Outdoor Showerbr-Indoor Fireplaces are not for guest use (fines remitted)br-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 1 car maximumbr-C0297580410br

3

Bed

1

Bath

6

Sleeps

$1334.38

/ Nightly

Private Vacation Home

100 ft. of Private Beach Front on Cape Cod Bay

Brewster, Massachusetts, United States

Enjoy all the perks of this pristine 3BR/2BA waterfront beach cottage with 100 ft. of private beach overlooking Cape Cod Bay. Known as very safe for children, this bay beach offers warm, calm water when the tide is high to take advantage of activities including fishing, swimming, and kayaking. Take a walk on the flats at low tide you can venture out over a mile to gather hermit crabs, clams, shells, and sand dollars among other treasures. The cottage offers plenty of space including a living room, dining room, kitchen, and spacious screened porch area - all with breathtaking views of Cape Cod Bay. This single-level home features a main room with a private bath and queen bed. Additional guest rooms will have another two queens and a single bed. Two additional cots in the screened porch area for overnight guests. $500 Administrative fee plus applicable state and local taxes. Linens included.

4

Bed

2

Bath

7

Sleeps

$418.59

/ Nightly

Condo

Cozy 2BR Ocean Edge townhouse with A/C, private patio, and resort living in Brewster.

Brewster, Massachusetts, United States

Located in the desirable Howland Village at Ocean Edge Resort in Brewster, this comfortable two-bedroom townhouse offers a relaxing Cape Cod getaway.brbrCatch Every Game — Property Includes Sports Channels!brbr* * * * See end of this description for information about free included activities and our cancellation/refund policy * * * *brbrBoth bedrooms are on the second floor, including a primary bedroom with a king bed, TV, and Mini Split A/C, and a secondary bedroom with a queen bed as well as a TV. A full bathroom is conveniently located upstairs, with a half bath on the main level.brbrThe inviting living room features a TV and Mini Split A/C, along with a sliding door that opens to a private patio—perfect for unwinding after a beach day or grilling dinner for the family. Enjoy all the conveniences of home in a peaceful resort setting.brbrCANCELLATIONS, CHANGES & REFUNDS brIn the event of cancellation, a refund minus a service fee of 25% of the total rent rate will be made if and ONLY if rental property is re-rented. The $205 booking & damage protection fee is non-refundable. If rental property is not re-rented, cancellation will result in the forfeiture of the total rental amount paid. All notices of cancellation must be in writing.brbrFREE ACTIVITIESbrYour stay includes up to $597 per week in complimentary activities (subject to season and valid for stays up to 27 nights or less). By booking with us, you ll receive free tickets every day of your stay to top activities, including:br-Golfingbr-Bike Kayak Rentalsbr-Whale Watcher Cruisebr-Round Trip Ticket to explore Martha Vineyard NantucketbrbrNote: Saturday-to-Saturday stays only.brbrSponsored Guest Pool Passes:brbrGuests may purchase Sponsored Guest Pool Passes, which include access to Arbor and Fletcher Pools, the Fletcher Cardio Center, and scheduled children s activities throughout the Villages.brTennis and pickleball courts are also available for use. (additional fee may apply)brbrPool passes are NOT included in your stay and must be purchased separately. The Ocean Edge Resort Golf Club manages the distribution, fees, and operations of all amenities, which are subject to change without notice.brbrAdditional Information:br-Smoking is not permitted.br-Pets are not allowed.br-Bed sheets, pillowcases, and towels are NOT provided.br-Travel Insurance is available upon request.br-Payment accepted via Visa, Mastercard, American Express, e-Check. brbrLeighton Rentals - HO0853

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$146.56

/ Nightly

Cottage

Cottage near bay beach- 1 Bd/1Ba

Brewster, Massachusetts, United States

Condo Duplex only 2/10 of a mile to Paines Creek Beach on Cape Cod Bay great for sun-sets. 1 bedroom w/ wall A/C, one bath with living room/ kitchen area, mini-duct a/c, enclosed porch with futon provides additional sleeping area. Patio out the back door awning w/ gas grill private wooded yard, use of tandem kayak (2 life jackets) at tenants own risk. Nearby donut shop, liquor store and seafood/ice cream stand. NO Pets Accepted. Weekly Rental (Sat to Sat in summer peak Season). br4-day minimum during off-season (Oct-Apr). Linens are not provided during summer peak season. They can be arranged and left in a cabinet if needed during off-season

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$671.05

/ Nightly

Private Vacation Home

Water Views! Walk to Beach Dogs Welcome!

Brewster, Massachusetts, United States

Summary:brbr18807 - Seaview: Water Views! Walk to Beach Dogs Welcome!brbrbrbrThe Space:brbrBring your beach buggy, flip flops and sand toys and get ready to enjoy a three minute walk to Robbins Hill beach right out the front door of our home. brbrStart your day by brewing up some coffee and enjoying it on the large front deck or your private balcony off the primary bedroom, while taking in the ocean views from either. You can turn off the central AC and open the sliders to enjoy the ocean breeze on balmy days. As the ocean calls, pack up your beach gear and take the short walk down the street to the beach where you’ll spend the day soaking up the sunshine and splashing in the waves. End your day by enjoying your favorite cocktail while you grill up some fresh seafood or other summertime favorites.brbrhis home has two bedrooms on the main floor, one with a King bed, and one with two Twin beds. The main floor also had a large living and dining area for hanging out, full bathroom and small, but well-equipped kitchen. brbrThe second floor of our home has one bedroom with a King bed, full bathroom, and one “bonus” room with two twin beds, best suited for the kids in the group. brbrEnjoy a quiet evening around the fire pit toasting marshmallows and keep the kids entertained with the provided lawn games. While beach access is this home’s big appeal, don’t forget that Brewster has a ton of great dining, shopping, and entertainment options that we’d be happy to help coordinate for you -- feel free to ask us for recommendations. Even your pups can join in on the fun, as dogs are welcome at our home.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 8br-2 FloorsbrBedroomsbr-Total 3 + Breezeway Roombr-1st Floor Primary Bedroom: 1 King Bed br-1st Floor Bedroom: 2 Twin Bedsbr-2nd Floor Bedroom: 1 King Bedbr-2nd Floor Breezeway Room: 2 Twin Beds brBathroomsbr-Total 3br-1st Floor: Full Bathroom w/ Shower/Tub combobr-2nd Floor: Full Bathroom w/ Shower/Tub combobr-Ground Floor: Full Bathroom w/ ShowerbrOther Amenitiesbr-Mini Split A/Cs in bedroomsbr-Fireplace is NOT for guest use (fines remitted)br-TVbr-WiFibr-Washer/Dryerbr-Outdoor Showerbr-Fire Pitbr-Yard Gamesbr-Gas Grillbr-2 Kayaks br-Mini Pool Table for Kidsbr-Water Views br-Walk to the Beachbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrbrbrbrThe Neighborhood:brbrBayside

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$427.43

/ Nightly

Private Vacation Home

Pond front with Private Beach and Central A/C

Brewster, Massachusetts, United States

Waterfront Cottage on Long Pond!brbr* * * * See end of this description for information about free included activities, Kinlin Grover Compass' cancellation/refund policy and more! * * * *brbrThis picturesque 3-bedroom, 1-bathroom waterfront cottage on Long Pond offers the ultimate Cape Cod retreat. Nestled directly on the tranquil shores of Long Pond, this charming property boasts a serene and idyllic setting, with a gradual grade leading to your very own private beach. Whether you're into canoeing, kayaking, paddle boarding, or simply unwinding by the water's edge, this waterfront oasis has something for everyone. Keep an eye out for the local wildlife, including bald eagles and ospreys, as they frequent the area, providing a mesmerizing natural spectacle.brbrStep inside to find a cozy living room with a TV and sliding doors that open onto a spacious deck overlooking the water, perfect for hosting a lobster bake or BBQ after a day of aquatic adventures. The well-appointed kitchen is equipped to meet all your culinary and entertaining needs. With water views from nearly every room, this Cape Cod cottage offers a truly unforgettable vacation experience.brbrBedroom #1: 1 Queen , Bedroom #2: 1 Full/Double & 1 Twin, Bedroom #3: 2 Twinsbrbr*** WATERCRAFT ARE NOT INCLUDED WITH THE RENTAL OF THIS PROPERTY ***brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee; guest services fee; all applicable taxesbrbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* NO PETSbr* FREE WIFI br* OCCUPANCY: 7 PEOPLE TOTAL (adults and children)br* PARKING FOR 3 VEHICLESbr* SHEETS AND TOWELS ARE NOT INCLUDED, available to rent from local linen company, we are happy to provide informationbrbr* CONSIDER RENTING 32 OR MORE DAYS AND TAXES WILL BE ELIMINATEDbrbr****FREE ACTIVITIES INCLUDED****brTo enhance your vacation experience, Kinlin Grover Compass includes Xplorie, which means free admissions and equipment rentals everyday of your stay at select popular attractions in the area.brbrAs a guest of Kinlin Grover Compass, you'll receive free golf tee-times, free equipment rentals, free admission and free tickets to some of Cape Cod's best activities!br*For stays under 28 nights only

3

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1

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7

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$621.84

/ Nightly

Private Vacation Home

Relaxing fairway escape with resort pools, club access, & steps to Arbor Pool

Brewster, Massachusetts, United States

Summary:brbrFairway Bliss at Ocean EdgebrbrbrbrThe Space:brbrWelcome to your private escape on the 9th fairway at Ocean Edge Resort in beautiful Brewster, MA! This spacious, sunlit three-bedroom condo offers the perfect blend of relaxation and recreation for families and friends, sleeping up to eight with a king suite, queen bedroom, and two sets of twin bunk beds. The soaring 14-foot cathedral ceilings create an airy, open vibe, while private decks let you savor fresh Cape Cod breezes and tranquil golf course views. Families will find plenty to enjoy, including downtime indoors with the condo’s Lego table, puzzles, and family games. As an Ocean Edge guest, you’ll have the option to purchase resort passes for access to outstanding amenities, including sparkling pools, hot tubs, a modern fitness center, tennis and pickleball courts, championship golf, and convenient onsite rentals for bikes, kayaks, and stand-up paddleboards. If you’re seeking ultimate relaxation, visit The Beach House Spa at Ocean Edge for soothing massages, facials, and wellness treatments. The Arbor Pool is just a short walk away and often features kids’ activities, convenient food service, and a full bar—perfect for laid-back afternoons. The Ocean Edge shuttle stop is also a short stroll from the condo, providing easy rides to nearby Crosby Landing Beach. For more family fun, kids can play at the shipwreck-themed playground just down a scenic path from the Member Sports Club. Step outside the resort and you’ll find yourself just minutes from some of Cape Cod’s most beautiful beaches, ideal for beachcombing, collecting shells, or relaxing by the water. Discover the scenic Cape Cod Rail Trail on foot or by bike, or take time to browse Brewster’s delightful shops, art galleries, and favorite local restaurants. Whether you’re planning a family getaway, a golf or pickleball retreat, or simply wish to unwind on the coast with every comfort at your fingertips, this beautifully maintained condo is the perfect home base. Come relax, reconnect, and experience the very best of Cape Cod and Ocean Edge Resort—we can’t wait to welcome you! b2026 Ocean Edge Guest Pass Information:/b • Amenities available with guest pass (fees apply): – Pool access: $32/day or $96/week adult, $16/$48 child – Fitness center: Free with pass; classes $25 – Tennis/Pickleball: $24/hr per court – Bike rentals: $25–$35 adult, $20–$30 child – Kayak/SUP (Blueberry Pond): $30–$40/hr kayak; $35/hr SUP – Golf: $179/adult, $89/junior (includes cart & same-day practice); Between Memorial Day and Labor Day, guests are limited to 2 rounds/week after 2PM • Kids’ activities and shuttle included with pass • Passes must be picked up and paid by credit card at the Linx Clubhouse (832 Villages Dr) • Amenities, rates, and hours subject to change • A shuttle is required to access Mansion dining bThings to Know/b Guest passes are required and must be kept with you at all times as your identification & access key Guests do not have access to the Ocean Edge Private Beach or Bayside Pool. Amenities are available to registered guests only. Fees, amenities, and hours are subject to change. Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

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$658.56

/ Nightly

Private Vacation Home

Secluded Brewster Retreat - Direct Access to Trails, 5 minutes to the Beach

Brewster, Massachusetts, United States

Nestled against 50 acres of conservation land, this Cape Cod retreat offers a serene escape with direct access to hiking trails and breathtaking woodland views. Our open-concept home provides a tranquil sanctuary for those seeking quiet relaxation and easy access to all that the Cape has to offer.brbrJust 5 minutes from Paine's Creek and Cold Storage Beach. Explore local trails, enjoy beach time, or simply unwind in complete privacy.brbrOur 3-level home provides a tranquil sanctuary for those seeking quiet relaxation and easy access to all that the Cape has to offer.brbrThe main floor of the house has an open space design with kitchen, living room, TV, and dining space with table seating for eight people. There is also a walk-in pantry, 1 bedroom, and a full bathroom. The second floor includes two bedrooms, a full bathroom, and a workspace with desk. The lower level includes a family room with TV and bedroom with direct access to the yard. br brExperience the quiet of the woods while relaxing or dining on the deck. The yard also includes fire pit, plus parking for 2-3 cars. Steps away, hike the trails in the adjoining conservation land.br brWithin a few miles of the house, enjoy Cape Cod treasures such as:brbr· Brewster beaches & Brewster flats brbr· Long Pond Beachbrbr· Cape Cod Rail Trail brbr· Nickerson State Park, which offers 400 acres of trails and ponds, plus biking with access to Cape Cod Rail Trailbrbr· Historic Brewster Store and Brewster Scoopbrbr· Cape Cod Museum of Natural History brbrVenture a bit further to enjoy more of what Cape Cod has to offer, like the beautiful Nauset Beach, the Cape Cod National Seashore, golfing, kayaking, seal and whale-watching, and much more.

4

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2

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8

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