Home Vacation Home Rentals By Owner In Brewster, MA

Showing 100 Of 225 Vacation Rentals
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Exceptional(21)

$3643.39

/ Nightly
Private Vacation Home

Quivett Compound 419-B Magnificent Mansion, Privacy, Pool, Water Views in Brewster

Brewster, Massachusetts, United States

This property is professionally managed by Pretty Picky PropertiesbrbrMagnificent Mansion, Privacy, Pool, Water Views in BrewsterbrbrCome for July 4th! Arrive on Thursday July 2 or Friday July 3rd and enjoy the holiday!brbrSleeps 22 in 10 Bedrooms, 9.5 BathsbrLinens and Bed Making IncludedbrbrThe newly constructed Quivett Compound is the perfect summer retreat for your discerning group of up to 22. The property is secluded on seven-plus acres and set far back from the historic Old King's Highway in beautiful West Brewster by the bay, the property serves up sweeping views of Quivett Creek and Cape Cod Bay beyond. Launch an owner-provided kayak or canoe and explore the creek. Watch the kids frolic in the in-ground heated pool, which provides continuous entertainment when they come off the nearby bay side beaches in both Brewster and Dennis.brbrYou'll spend a lot of time on the expansive shaded deck or outdoor patio with its built-in gas grill, fire pit and large dining table. Set up the net provided and organize a volley ball or badminton tournament. You certainly have plenty of space to do it!brbrInside, you'll roam through 6,300 square feet of modern luxury, exquisitely designed and superbly furnished and appointed. The main level common living space includes an immense living room with two seating areas, one with a large flat screen, wall mounted TV. There is also a separate TV lounge with wet bar upstairs. The kitchen is big, bright and totally social. It is equipped with everything you could ask for, including two dishwashers, a beverage center and a Keurig coffee maker. The adjacent dining room offers a great place to gather inside, although you'll likely choose to eat outside most summer days on the deck and patio. brbrThe lower level has a very cool game room, ready for action with a pool table, ping pong table, air hockey, video games and more. Then, it's show time in the home theater, with its huge movie screen and comfy recliner chair seating. The laundry lives on this level, as well, with not one but two new washers and dryers.brbrThe ten bedrooms break down as follows: six kings, three queens, one full size double and two twins. The 9.5 baths sort out this way: one half bath on the main level, six bedrooms with en suite baths plus two full baths on the lower level. Finally, there is a room above the detached garage withe a King bed and a full bath. Of course, the home is centrally air conditioned and has high-speed Wi-Fi and Cable TV. brbr**Please note that the bedroom and bathroom over the garage is fully winterized from 11/1 - 5/1 each year. As a result the property only has 9 bedrooms and 7.5 baths from November through April sleeping a maximum of 20 guests***brbr*** Pool is open and heated from Memorial Day (late May) through Columbus Day (early October)***brbr****The Quivett Creek Compound does consider small events (with a maximum of 50 attendees including guests staying at the property) on site on a case by case basis in May, June, September and October. There are no events allowed in July and August. Please contact us for more details.****brbrPlease enter your travel dates for up-to-date pricing. This property has a seven-night minimum during the peak season. As is customary in vacation rentals there are additional fees to the rates listed. Those fees include a reservation fee and a non-refundable Accidental Damage Protection (ADP) fee totaling $245.00 In addition, there are state and local taxes applied to all reservations less than 31 days in length that total 14.45%.brbrBe sure to search the Pretty Picky site for your best selection of prime vacation homes available for summer rental on Cape Cod. brbrIt's your vacation. Get Picky! ®
Bed 10

Bed

Bath 7

Bath

Sleep 20

Sleeps

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Exceptional(17)

$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 4

Bed

Bath 4

Bath

Sleep 15

Sleeps

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Exceptional(3)

$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
Bed 4

Bed

Bath 2

Bath

Sleep 13

Sleeps

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$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.
Bed 3

Bed

Bath 2

Bath

Sleep 8

Sleeps

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$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 3

Bed

Bath 2

Bath

Sleep 6

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Exceptional(83)

$453.22

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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
Bed 3

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(5)

$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
Bed 3

Bed

Bath 1

Bath

Sleep 6

Sleeps

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Exceptional(29)

$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
Bed 4

Bed

Bath 3

Bath

Sleep 8

Sleeps

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Exceptional(1)

$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
Bed 3

Bed

Bath 1

Bath

Sleep 7

Sleeps

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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.
Bed 3

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Bath 2

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Exceptional(4)

$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.
Bed 4

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Bath 2

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Exceptional(10)

$711.03

/ Nightly
Private Vacation Home

Ideally located home with yard, grill, bikes, gas fireplace, streaming, W/D, AC

Brewster, Massachusetts, United States

Summary:brbrElegant Coastal CottagebrbrbrbrThe Space:brbrJust a short drive from multiple beaches, this quiet and spacious Brewster home has it all! Some of your favorite memories will be made outside, in the expansive outdoor space, equipped with a large patio, grill, and yard games. This space is the perfect location for sunset grilling sessions and evening cocktail cheers. Adult bikes are also available for when you'd prefer to explore the neighborhood. Extend the opportunities for amusement by visiting the nearby Dennis Pines Golf Course, the Cape Cod Museum of Natural History, Stony Brook Grist Mill, and Crowes Pasture Conservation Area. Back at your home away from home, settle down in front of the living room's large smart TV or engage in some playful competition over a board game. With DVDs and streaming capabilities available, you'll never run out of things to watch! Follow the home's elegant decorations into the fully equipped kitchen, displaying granite countertops and stainless steel appliances. This home features two 'main bedrooms': Bedroom 1: Located on the 1st floor, this room includes a king bed and a full en suite bathroom. The clothes washer and dryer are conveniently located here. Bedroom 2: Situated on the 2nd floor, this bedroom also offers a king bed and a full en suite bathroom. Bedroom 3: Found on the 2nd floor, this room is furnished with a queen bed. Bedroom 4: Also on the 2nd floor, this bedroom provides two twin beds. There is an additional full bathroom on the 2nd floor and a half bath, known as a 'powder room,' located off the living room on the 1st floor. Moreover, the house is equipped with a total of four TVs: 50” smart TV with Firestick and DVD player in the living room 48” smart TV in the three-season room 40” TV with Firestick in the 1st-floor master bedroom 40” TV with Firestick in the 2nd-floor master bedroom As you explore the rest of the home, you will find four inviting bedrooms, all adorned with soft linens, central air, and ample storage space. Additional features you'll love about the home include its gas fireplace, private washer/dryer, and central air-conditioning. bThings to Know/b
Bed 4

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Bath 4

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Exceptional(34)

$697.2

/ Nightly
Private Vacation Home

Classic Cape Cod beauty with patio, grill, & office - minutes to beach

Brewster, Massachusetts, United States

Summary:brbrCape Landing CottagebrbrbrbrThe Space:brbrLocated on a quiet dead-end street, this 2,150 square foot home is just 175 yards from Linnell Landing Beach on Cape Cod Bay! Bike the Cape Cod Rail Trail -- you can hop on at Deer Road, just half a mile from your rental. Explore the trails and kettle ponds of Nickerson State Park, also within walking distance. You’ll find plenty of shopping and dining options in walkable Brewster. Inside, the spacious living area is appointed with a smart TV for comfortable lounging. Plan the day’s adventures in the office, outfitted with a writing desk and printer. For something more mellow, grab one of the many books in the home and catch up on some reading. Prepare tasty meals in the roomy, full kitchen, featuring a full suite of appliances as the kids frolic in the large yard. Fire up the gas grill and dine alfresco on the main patio, or relax in the Adirondack rockers on the side patio as you gaze out towards the water. Your retreat also includes a convenient outdoor shower for washing off that loose beach sand. bThings to Know/b Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by our 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. No steps are required to access this two-story home; however the stairs to the second-floor bedrooms are narrow and steep. The fireplaces in the living room and office are not operational.
Bed 4

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Bath 2

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Sleep 8

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