Vacation Home Rentals By Owner In Brewster, MA

Summary:brbr18839 - The Homestead: Spacious home with deck and fire pit!brbrbrbrThe Space:brbrDiscover the charm of The Homestead, your ideal getaway located just 0.6 miles to Brewster Crosby Landing Beach. This delightful vacation home offers a generous yard perfect for outdoor activities and cozy evenings around a crackling fire pit. Inside, you'll find a spacious kitchen that's a dream for culinary enthusiasts, as well as a large living room designed for relaxation and shared moments. Enjoy family meals together in the inviting dining area, or take advantage of the home's proximity to Nickerson State Park and the picturesque Cape Cod Rail Trail for outdoor adventures. Don’t miss the chance to savor a meal at the nearby Cobie’s, a local favorite. Whether you’re lounging by the fire or exploring the natural beauty of the region, The Homestead provides a perfect blend of comfort and convenience for a memorable Cape Cod retreat.brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 10brBedroomsbr-Total 4br-1st Floor Bedroom: 1 King Bed (w/ Ensuite Bath)br-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 4 Twin BedsbrBathroomsbr-Total 2.5br-1st Floor: ½ Bathbr-1st Floor: Ensuite bathroom w/ Jacuzzi and Showerbr-2nd Floor: Shower/tub combobrOther Amenities br-Central Airbr- Central Heatbr-Gas Fireplacebr-WiFibr-Smart TVbr-Cable TV and Streamingbr-Washer/Dryer br-Propane Grillbr-Fire pit (wood)br-Outdoor Showerbr-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 4 cars maximum

Spacious home with deck and fire pit!

Brewster, Massachusetts, United States

4

Bed

Bath

10

Sleeps

$809.12

Summary:brbr18840 - Walk to beach, Secluded and private home and backyard!brbrbrbrThe Space:brbrNestled on a hillside in Brewster, Brewster Bay Tideaway offers breathtaking views of the expansive Namskaket Marsh and the serene bayside beaches beyond. Just a three-minute drive—or a leisurely 15-minute stroll—will lead you to the pristine sands of Crosby Landing Beach, where stunning sunsets and endless tidal flats await.brAs you step inside this unique, sprawling home, you’re greeted by an inviting open-concept living and kitchen area. Floor-to-ceiling windows and skylights flood the space with natural light, enhancing the bright and airy ambiance. The kitchen boasts ample counter space and brand-new appliances, perfect for culinary adventures.brFor cozy evenings in, the den features a smart TV, ideal for family movie nights. One of the home’s highlights is the fully screened-in porch, a tranquil spot to savor your morning coffee while enjoying the gentle ocean breeze.brThe first-floor primary bedroom is a sanctuary of comfort, complete with a queen bed and an ensuite bathroom featuring a luxurious jacuzzi and shower—perfect for unwinding after a day of exploration.brBrewster is a paradise for beach lovers, hikers, and nature enthusiasts alike. Just minutes away lies Nickerson State Park, boasting 1,900 acres of wooded trails and shimmering ponds perfect for swimming. Local attractions include the historic Crosby Mansion, the Cape Cod Museum of Natural History, and the charming Stony Brook Grist Mill.brWhen it comes to dining, you’ll find delightful options just two miles away. Start your day at Snowy Owl Coffee Roasters or The Kitchen Cafe, grab beach snacks at The Bookstore, or enjoy a fun family dinner at Island Blue Crab. For an evening out, unwind with friends at Spinnaker Restaurant.brBook your stay at Brewster Bay Tideaway and create unforgettable Cape Cod memories!brbrbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 12brBedroomsbr-Total 4br-1st Floor Bedroom: 1 Queen Bed, w/Ensuite Jacuzzi and Showerbr-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 1 Queen Bedbr-2nd Floor Bedroom: 2 Pyramid Bunks (Twin over full)brBathroomsbr-Total 2.5br-1st Floor: ½ Bathbr-1st Floor: Shower/Jacuzzibr-2nd Floor: Tub/Shower CombobrOther Amenities br-1st Floor Mini Split AC (Master Bedroom, Living Room)br-Window Unit AC in 2nd Floor Bedroomsbr-WiFibr-Smart TVbr-Streaming Service br-Washer/Dryer br-Propane Grillbr-Outdoor Showerbr-Please note outdoor amenities are available seasonallybr-Sheets and Bath Towels Provided with Beds made Upon Arrivalbr-Cleaned with Hospital Grade Disinfectantbr-Parking for 4 cars maximum

Walk to beach, Secluded and private home and backyard!

Brewster, Massachusetts, United States

4

Bed

Bath

12

Sleeps

$482.04

Your getaway awaits in Brewster at this newly refurbished house. The house is newly renovated in 2026 with new floors, new appliances, fresh paint and AC. With three upstairs bedrooms featuring a king, queen, full and two twin beds, there’s plenty of space for everyone. There is a large open living room and a den with a queen Murphy bed. One full bathroom upstairs and one full bathroom downstairs. The house stays comfortable year-round with heating and AC. Lovely remodeled eat in kitchen with breakfast bar for four and a large dining table. Large deck off the kitchen with propane grill for outdoor dining. Full washer and dryer downstairs as well as two smart TVs. brbrThe house has is located at the end of a long cul-de-sac with minimal traffic and a large yard perfect for kids to play. The nearest public beach is Ellis Landing, 1 mile away. There is a beach wagon, 4 beach chairs, and 2 umbrellas available to use. The property sits very close to the rail trail for easy access as well. brbrIn the evening cool down in the house and then walk to restaurants, including JT's (0.4 miles), the Kitchen (0.4), Ukiyo ramen (0.4), The Island Blue Crab (0.7), and the Brewster Fish House (1 mile). Or go 1 mile to the Ocean Edge resort for upscale dining! brbrIn the morning take a walk around town to get coffee and breakfast at the Snowy Owl (0.4 miles), Eat Cake 4 Breakfast (0.6), or the the Hopkin's House (0.5).brbrFor those interested in a pool and resort amenities, weekly pool and tennis access passes can be purchased at the Ocean Edge Resort as sponsored guests of the owners. This is a separate fee payable to ocean edge for either weekly or daily rates. This allows access to the Ocean Edge Arbor outdoor pool (1.8 miles) and pool bar as well as the indoor/outdoor Fletcher pool (1.6 miles). Tennis court, pickle ball, kayak and bike rental access are also available with the passes at Ocean Edge.

New for 2026! 3-BR house with AC. Walk to town, beach, pool access available.

Brewster, Massachusetts, United States

3

Bed

Bath

8

Sleeps

$539.59

The Grounds - Brewster, MAbrbrEscape to this cozy Brewster retreat, perfect for a relaxing getaway. Surrounded by beautiful gardens, this home invites you to unwind and enjoy the slower pace of Cape Cod life. Sip your morning coffee in the screened, three-season patio, or lounge in the hammock tucked among the lush foliage—this property is a peaceful haven to soak up the fresh coastal air.brbrYour Peaceful Cape Cod Escape AwaitsbrbrStep into this cozy single-story plus partially finished lower level Brewster home and instantly feel the stress of everyday life melt away. Surrounded by lush gardens, you can start your morning in a hammock with a cup of coffee, enjoy breakfast in the screened patio, and dine al fresco as the sun sets over Cape Cod. The outdoor shower adds a playful, refreshing touch after a day at the beach.brbrInside, a welcoming living area and fully equipped kitchen make cooking and relaxing a breeze. Curl up with a good book or enjoy a movie as the evening winds down—every corner of this home is designed for comfort and ease. There is a bonus den area, second full bathroom and laundry in the partially finished basement.brbrJust 1.5 miles away, Breakwater Beach beckons with soft sand and crashing waves, and the Cape Cod Bike Trail is around the corner. Local seafood favorites like The Brewster Fish House and The Island Blue Crab are perfect for a night out. Coffee lovers are sure to enjoy the Snowy Owl Coffee Roasters...and a sunset is extra special on the bay view terrace at Ocean Edge. For scenic adventures, take a short drive to the Cape Cod National Seashore to explore miles of trails, beaches, and stunning coastal views. A swim at Sheep Pond is a treasure.brbrWhether you’re seeking quiet relaxation or Cape Cod adventure, this home is your perfect getaway—a place where memories are made, and no one will want to leave.brbrOne bedroom has a queen size bed and the other has a double pus a twin.

The Grounds - Brewster, MA

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$462.71

Welcome to our home with central air conditioning, free wireless internet, and thermal air tub. Spend the day sunning at nearby Saints Landing Beach (.4 mile) or other beautiful Cape beaches. Then head to Brewster General Store or Kate's Ice Cream for a cooling cone. Have a cookout (or cocktail) on our oversized deck while the kids run and play in the large yard with tree swing. When the tide is out, explore the tidal flats for shells, sea worms and crabs, or do some clamming. Enjoy nearby restaurants, shopping, museums galleries, fishing charters and whale watching all just a short drive away. Most weeks are already taken by satisfied returning renters and we hope you will become one of them. Additional information: King bed, queen bed, two twin beds; washer/dryer; dishwasher; microwave; fully appointed kitchen; (2) smart tv/dvd, cable tv; phone; 2 outdoor showers; bicycles, Weber charcoal grill; beach chairs and toys; bed rails; many books, dvd'a for all ages; fireplace. Alas, absolutely NO pets. We are an allergic family.

WONDERFUL FAMILY HOME: CENTRAL AIR, BEACH NEARBY, SUNDAY TO SUNDAY RENTAL

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$667.29

Cleaning fee includes enhanced deep-sanitizing professionally completed cleaning between all guests. brbrClick on the Ask Owner a Question link to contact us with any questions. We are happy to assist you in planning a wonderful stay at Cape Dream in beautiful Cape Cod. During our peak season, rental period is Saturday to Saturday. Our home can be described as shown in the All 5 Star reviews and as follows: brbrThis home is in an excellent location! brBike to Crosby Landing or Skaket Bay Beaches; walking distance to fresh water ponds & Nickerson State Park connecting to 22 mile Cape Cod Rail Trail for biking! Deeded access to kettle pond! Location! Location!brbrWelcome to Cape Dream - This 4 bedroom, 2 1/2 bath home (plus outdoor shower!) has two beautiful bedrooms on the first floor, one with a king bed, the other with two twins and a pull-out twin portable bed. There is also a full bath on the first floor. Upstairs you will find a king bedroom with a half bath and a second bedroom with two double beds. There is also a full bath on the second floor. You will enjoy plush mattresses in all of the bedrooms. Pillows, blankets are provided, as well as all beach and bath towels. Only bed linens are the responsibility of the guest, and we do assist in providing linen rental coordination if needed. brbrThe kitchen has stainless appliances and is fully equipped and stocked with all the cooking and dining essentials you will need to create wonderful dinners together. The house has A/C in all bedrooms and main living space, Wi-Fi, flat screen HD 55 inch TV in the family room, a grill, beach umbrellas, chairs and beach toys all for your enjoyment. After a day at the beach, rinse the sand off your toes in the outdoor shower and enjoy barbecuing on the back deck, or relax by the outdoor fire pit! We provide beach chairs, umbrellas and toys. brbrThe house has deeded access to Owl Pond for swimming, kayaking, or fishing, and walking trails nearby into Nickerson State Park where you can hike, trail ride, fish, swim and enjoy one of the many ponds and beaches. The best of both worlds- you can go from the crystal clear, freshwater pond beaches at Nickerson State Park, to the refreshing saltwater at Crosby Landing or Linnell Landing on Cape Cod Bay. We are also a short 5 minute drive to nearby Orleans where you can enjoy Skaket Beach, and Eldridge Park for the famous Cape League baseball games! brbrHaving rented a number of homes on the Cape before purchasing this one, we are mindful of the things that make a great vacation, such as location and great amenities! We believe we have captured these in Cape Dream, ensuring you have the most enjoyable vacation on the Cape. brbrAsk us about our cancellation policy for your flexibility.brbrVisit Our Guide link below for an outside photo of our home and to see a few of our favorite places near our home:

Beautiful Home in Excellent Prime Location! All 5 Star Reviews!

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$343.35

2 bedrm. 2 bathrm. condo, private part of ocean edge, close to golf courses/beach/bike pathbrThis wonderful 2 bedroom, 1 1/2 bath townhouse condo, that sleeps four adults OR two adults and three children comfortably, has been recently upgraded and is in impeccable condition. It is located in Brewster, Mass., at the private resort/gated community called Ocean Edge. It is has a private patio with a grill and there are only 2 abutting townhouse condos in the section. The condo has been recently renovated with two new bathrooms, new flooring throughout, all wood laminate, and newly furnished bedrooms. The condo has cable TV, TVs in all living areas, and a secure WiFi. There are A/C units in all living areas. This ideal location is very close to the beach, pools, golf courses, and the Cape Cod Rail Trail Bike Path.brbrThe condo has everything you would need to live comfortably. A full kitchen has all the cooking ware, eating utensils needed and most pantry items needed, for those who want to cook. The family room has a large sectional sofa 2 sofa. There are various books and board games for your use and videos to watch. There is a dining area, that seats 6 comfortably, adjacent to the family room.brbrThe outdoor patio abuts a nice, pleasant grassy backyard area, with quiet woods to look upon. The patio has an outdoor table suitable to seat 6, and there is a gas grill for your use. brThe condo has a queen size bed in one bedroom and three full size mattresses in the other in a bunk style so one of the three mattresses there is a trundle. In short, there is comfortable sleeping space for 2 adults with three children OR four adults in total. . Both bedrooms have TVs. brbrDay passes to the Ocean Edge pools and fitness club are available for an additional fee of $20 per day for adults and $10 per day for children age 7-17. Children ages 6 and under are admitted free, accompanied by an adult. Weekly passes are $70 for adults and $30 for children ages 7-17. There are rentals available for bikes, kayaks and stand-up paddleboards (for use on Blueberry Pond), and other things for an additional fee. The passes do not include access to the Ocean Edge beach; however permits for a parking pass to park at the Brewster beaches can be purchased at the Town Hall for $20 per day, or $60 per week. Also, you can get a parking permit to Nauset Light Beach in Eastham for $20/day and $60 for an annual permit.brbrThe property is centrally located on Cape Cod, with so much to do. The Brewster town beaches and Nauset Beach (the National Seashore beach) in Eastham are accessible for a nominal fee. There are many ponds around for swimming and fishing. With the Brewster parking permit, you can swim, sun, or launch your boat at Long Pond. The Cape Cod Rail Trail Bike Path goes right by Ocean Edge, near the Rt. 6A entrance guard house on the golf side, and goes for several miles in both directions. For shorter trips, you can ride your bike, or walk, on the sidewalks and paths of the Ocean Edge property. Hiking and fresh-water fishing is great at Nickerson State Park, or enjoy nature on the Brewster Walking Trails. Several antique shops and art galleries are scattered all over Main Street in Brewster. The Brewster Store is a classic, old general store in the center of town, and still has store-roasted peanuts and penny candy! There are numerous restaurants in Brewster, Orleans, Harwich, and Chatham, and we'll be happy to give you recommendations if desired. Deep-sea fishing is available at Rock Harbor, Orleans, and Saquatucket Harbor in Harwich. We have always loved going to Pirate's Cove Golf Adventure for mini-golf in Yarmouth, but there are less-expensive mini-golf places right near the condo. Finally, there is excellent golfing at the Captain's Golf Course in Brewster. They have two, challenging 18 hole golf courses there, just 10-15 minutes from the condo. We love the Cape, and are always willing to discuss with you the various things to do.

Beautiful Townhome at Ocean Edge on the Cape

Brewster, Massachusetts, United States

Bed

1

Bath

4

Sleeps

$348.18

Clean and Comfortable Home Located on a Quiet Cul-de-Sac abutting Cape Cod Rail Trail. Newly refurbished bathrooms for 2026 with photos to follow.brbrbr* * * * See end of this description for information about free included activities, cancellation/refund policy * * * *brbrLocated just off Millstone Road, off the Historic Cranberry Highway (6A), this home in the heart of Brewster gives you easy access to all the Cape has to offer! brStroll, bike or meander along Cape Cod's Historic Cape cod Rail Trail just a stones through from this budget friendly vacation rental. brbrIt's proximity to Historic 6A's with its newly paved sidewalks on Main Street, allow for you to enjoy some of the local Brewster favorites such as JTs Seafood & Ice-cream, The Brewster General Store, the Brewster Coffee Shop, Brewster Ice Cream, the Woodshed and more! Not to mention all Brewster beaches are just a short drive away, with Crosby Landing beach approximately only 6 minutes away!brbrThis three bedroom, two bath home offers a spacious living room, fully equipped kitchen with dining area and sliders to an inviting deck- the perfect spot to relax and have a morning coffee or after a day on the bay! brbrThe main floor consists of a primary bedroom suite with a queen sized bed, with an en-suite bathroom and a two other bedrooms with two twin beds each and a shared bathroom in the hall. brbrBedroom #1: 1 Queen Bed, Bedroom #2: 2 Twin Beds, Bedroom #3: 2 Twin Bedsbrbr* 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: 6 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 ELIMINATEDbrbrbr****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.brbrClick the Xplorie button or visit the Free Activities page to see the free fun included with this Kinlin Grover Compass rental!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!brbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover.

Cape Cod Rail Trail Quiet Cul-de-Sac

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$524.56

Brewster family home newly available for rental: 3 bedroom, 2 bath + finished basement (sleeps up to 8). House is on the Cape Cod bike trail; 12-15 mins walk to Linnell landing beach (0.65 mile) and 5 minutes walk to Nickerson state park. Fully furnished with comfortable memory foam mattresses, well equipped kitchen, new washer/dishwasher, weber natural gas grill, split ACs, outdoor shower, wooden deck with ample outdoor seating & in a quiet neighborhood. Broadband internet/smart TV. Email: kpbrew@ yahoo com for less than a week rental.

Stroll to Nickerson, Cape Cod Rail Trail, Ocean/Pond Beaches, and Cobie's!

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$1399.29

Welcome to Surrey Farms! Unwind and recharge in our stunning 5-bedroom, 4-bathroom Cape Cod farmhouse. Surrey Farms is nestled on the edge of tranquil Seymour Pond in the heart of Brewster, Massachusetts. Surrounded by lush gardens, panoramic views, and the charm of Cape Cod’s natural beauty, our home offers an idyllic retreat for families, friends, or couples seeking peace, adventure, and unforgettable memories. Open main level layout with formal dining area, great room with natural stone fireplace, modern kitchen, and relaxing family room with large wall mount tv. Stunning views from the upper and lower decks. Enjoy morning coffee to the chorus of birdsong, or a glass of wine while the sun sets over the lake. Meander down the hill to our private boat house and beach for a swim in the lake (no motorized watercraft are allowed). Play lawn bocci around the beautfully landscaped yard. Relax and rinse off the day's sand in our private outdoor shower! brEasy walk to the bike paths and the Cape Cod rail trail, a short drive to hiking trails of the Punkhorn Nature Reserve and Nickerson State Park, and just 10 minutes from the beaches. brbrNote - Our home has been a vacation rental for several years now. We had fantastic reviews from all of our guests, but when we switched management companies this year, we had to recreate our profile on VRBO and lost all of our amazing reviews!brbrCancellation policy; For bookings made less than 90 days from check-in, no refunds allowed. For bookings made more than 90 days from check-in, full refunds are allowed as long as reservation is cancelled at least 90 days from check-in, less a non-refundable reservation fee of $125.brbrPlease note, no linens or towels are provided, so either plan to bring your own sheets/towels or utilize one of the many linen rental services (like capelinenrentals.com). Also, please be aware that the owners may be staying in the ADU at the property during your stay and tending to landscaping, veggie farm across the road. If any questions/concerns come up during your stay, please feel free to ask!brbrDuring Peak Season (July-August), bookings can only be made for 7 night, Saturday-Saturday stays.br

Peak Aug Weeks still avail! Sat-Sat. Brewster Farmhouse Retreat on Seymour Pond

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$329.46

Welcome to our beautiful 3 bedroom, 1 bath vacation house with a sunroom, deck, and all the amenities you need for a comfortable and memorable stay. We do offer linens but no washer and dryer. brbrAs you enter the house, you will be greeted by the kitchen which is fully equipped with modern appliances and everything you need to cook a delicious meal for your family and friends. We offer a Keurig, traditional coffee maker, Fizzics beer system, crockpot, and so much more. The dining area is adjacent to the kitchen, with a dining table and chairs for 4-6 guests. Everyone who walks into the kitchen always says, “Ahhhh I love it.”brbrWe offer a cozy living room with plenty of comfortable seating for you and your guests. The living room is equipped with a flat-screen TV, Roku, and a DVD player, so you can catch up on your favorite shows and movies after a long day of exploring.brbrThe three bedrooms are tastefully decorated with comfortable beds and linens, ensuring a restful night's sleep. Two of the bedrooms have a queen-size bed, while the other bedroom has two twin-size beds. All the bedrooms have ample closet space and storage for your belongings. The rooms are very spacious with enough room to accommodate you and your guests. The master bedroom has an Amazon TV. brbrThe sunroom is a perfect spot to relax and read a book or just take in the beautiful views of the large backyard. The deck is also a great place to unwind and soak up the sun while enjoying a cup of coffee or a glass of wine. This room overlooks the deck and has a walkout slider for easy access to the backyard. Speaking of the backyard, it boasts plenty of space for Fido and the kids to run around. The backyard is not fenced in so bring a long leash for Fido. Also, as part of the backyard, we have outdoor seating, lighting, and a propane BBQ grill for guests to use. We also have a propane fire pit for those cozy evenings around the fire. brbrThe bathroom has a shower, a bathtub, and all the necessary towels you just bring your toiletries.brbrOther amenities include high-speed internet, air conditioning, and heating. We currently don’t have washer and dryer access on the property but the local laundromat is only 10 mins away. brbrOur vacation house is conveniently located near popular tourist attractions, restaurants, and grocery stores. We are 3 mins from The Captains Golf Course, 5 Mins from the National Golf course, and 6 Mins from The Ocean Edge golf course. The nearest grocery store is 6 mins away and the liquor store is 2 mins away. We strive to provide our guests with an exceptional experience and make sure you have everything you need to enjoy your stay.brbrWe can't wait to welcome you to our beautiful vacation house!br

Brewster 3 Bedroom getaway with plenty of green space!

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$949.5

Summary:brbr18811 - Pond Launch: Steps to Freshwater Beach Kayaks Sauna!brbrbrbrThe Space:brbrJust before you turn the corner into the driveway, you’ll see the pristine Sheep Pond, perhaps one of the best bodies of freshwater on Cape Cod. The water is clear and clean, and fish are abundant, hence the name of the beach area - Fisherman’s landing. The sunsets here are amazing too, and the home is just steps away from this picturesque pond beach. The home itself is perched on a small grassy plateau, with a beautiful flat yard with fire pit and seating, and plenty of outdoor space that feels remote and private. If you're a dog lover, bring two furry friends along to enjoy the great yard this home has.br br Inside the home, you’ll be greeted by the warmth of wood walls, bright open space, and a modern beach cottage/log cabin vibe that is perfect for the location; it feels like a vacation as soon as you enter. The property has two structures, very close together. In the main house an expansive kitchen and dining area connect to an equally large living space, which provides plenty of space for relaxation, as well as space to prepare delicious meals in the fully updated kitchen. The living area opens up to a large deck, providing options for outdoor living. This floor features the master bedroom, with a king size bed, and full ensuite bathroom. At the other end of the first floor is another bedroom with a queen bed. Downstairs, things get more casual, with a large playroom for the kids with foosball and movie area, and a sauna for adults to relax and unwind after a hard day of vacationing. In addition to the shared spaces downstairs, there are also two additional bedrooms, one with two twin beds and a queen bed, and another with three twin beds. The detached structure of the home offers an in-law suite, which has its own full eat-in kitchen, full bathroom, and a studio style living/bedroom area with a king bed. The detached studio also has its own deck, offering more private outdoor space.brbrWe provide two kayaks for you and your guests to use, along with portage carts for easy transportation. While the location beside Sheep Pond is amazing, don’t forget that just a few miles down the road is Breakwater Beach, with unbelievable sunsets, and tidal ebbs that leave miles of beach to explore. Just before the beach, is Brewsters Downtown strip, where driving along you’ll find many good spots to eat, like The Brewster Fish house, Guapo’s, or the Island Blue Crab. Whether you are spending time on site next to Sheep Pond, or adventuring across the Cape, this home offers an amazing place to rest and relax, and experience the beauty of Cape Cod!brbrHome Details:br-Dogs Welcomed (w/fee of $45/night per dog)br-Sleeps 11br-2 Floorsbr-1st Floor Master Bedroom: 1 King Bed w/ en suite Full Bathroombr-1st Floor Bedroom #2: 1 Queen Bedbr-Ground Floor Bedroom #1: 1 Queen Bed & 2 Twin Bedsbr-Ground Floor Bedroom #2: 3 Twin Bedsbr-Detached Studio Bedroom: 1 Queen Bedbr-A/C in All Bedrooms (mini-splits & wall units)br-WiFibr-Cable TVbr-Washer/Dryer br-Gas Grillbr-Fire Pitbr-Deck w/ Furniturebr-Private Yardbr-Walk to Sheep Pondbr-Outdoor Showerbr-Kids Playroom w/ Foosball Table (supervision required)br-Sauna (adult use only)br-2 Kayaks w/ Oars & Portage Cartsbr-Sheets and Bath Towels Provided with Beds Made Upon Arrivalbr-Cleaned with Hospital Grade DisinfectantbrC0068110410brbrbrbrThe Neighborhood:brbrBayside

Steps to Freshwater Beach Kayaks Sauna!

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$1495.74

FEATURED IN THE CAPE & ISLANDS HOME MAGAZINE- A stunning nautically themed waterfront estate overlooking Long Pond, with views as far as the eye can see! With 6,000 square feet of living space spanning three levels, this home manages to be both grand and comfortable. The open floor plan provides light filled rooms on the main level, exceptional upscale furnishings throughout, high ceilings, great details, multiple fireplaces, full chef's kitchen, and finished lower level family room are just the beginning to this elegant home. Boasting tons of amenities throughout including central air for comfort and WIFI for convenience. The first floor master bedroom suite features sweeping views of Long Pond, his and her closets and bathroom with jetted tub. The second level offers four additional sleeping quarters with two full baths to accommodate guests. The finished basement includes a large family room for movies and games, billiards and ping-pong table as well as a private bedroom suite and full bath. Play croquet on the front lawn or make the most of your summer evenings out on the deck or screened in porch area- perfect for entertaining! Bring your motor boat! There is a dock with a mooring where you can also swim in Long Pond, or relax at private Sheep Pond Beach. Add fun to your vacation with 2 kayaks, a SUP, bikes, beach chairs, games, puzzles and so much more. Bring your Pickleball paddles and balls to have fun on the official pickleball lines painted in the driveway with removable net!! Centrally located and a short drive to Cape Cod Bay beaches or Chatham. This home leaves little to be desired. Two Weber grills. Linens, bath towels and beach towels included. brStrict no-pet policy. No weddings or large parties.

Long Pond Lux Estate. Pickleball, Private Dock, Private Beach Access

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$550.4

Minutes to Paine's Creek Beach! brbrThis is cape style 4 bedroom, 2 bath home overlooks a salt marsh and boasts views of Cape Cod Bay. There is A/C in the Living Room and all 4 bedrooms, wireless internet, washer/dryer, living room, a fully equipped eat-in kitchen with new cabinet and dishwasher, large private backyard (now with a new outdoor shower) with a platform deck to sit and enjoy the sunset. There is no TV in the living room but Bedroom #3 is used as a TV viewing area. brbrFirst Floor: Bedroom #1 - 1 Full (with TV, A/C, and a crib in room), Bedroom #2 - 2 Twins (with TV and A/C); Second Floor: Bedroom #3 - (used as TV viewing area) - 1 Full bed and full size sleep sofa (TV and A/C), Bedroom #4 - 1 Queen brbr* Additional fees: $220 non-refundable reservation fee; $30 damage protection fee (no security deposit required); guest services fee; all applicable taxesbrbr* SATURDAY TO SATURDAY RENTALbr* NO SMOKINGbr* NO PETSbr* FREE WIFI br* OCCUPANCY: 8 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 informationbr* 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 onlybrbr**** CANCELLATION/REFUND POLICY ****brUpon cancellation for ANY reason, money will be refunded less a 20% service fee of the total rental amount due, ONLY if the property is re-rented for the same terms and conditions of the original Agreement. Tenant further acknowledges and agrees that where Kinlin Grover Compass undertakes to re-let the property, the rental fee to be charged to the substitute tenant shall be in an amount to be determined in the reasonable discretion of Kinlin Grover Compass and Owner. Tenant agrees that any cancellation of the reservation, undertaken at any time, shall not be effective unless in writing and delivered to Kinlin Grover Compass.

Short Walk to Paines Creek Association Beach!

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$474.97

Make our sunny and bright home your vacation retreat. You will appreciate the only 2-minute walk to the Fletcher indoor/outdoor pool complex ( pool passes included, see below for details*). Park your car right in front of the house and come in. Enjoy the warmth of this two-story townhouse (very private indeed) that is tastefully decorated and exhibits original photography of Cape Cod scenery. The first floor has a fully equipped kitchen, dining area, living room, half bath, and exit to the patio—conventional stairs to the second floor. The second floor has 2 bedrooms (1 queen, twin bunk bed, and another twin bed) and a full bath. Wake up to the pristine view of the golf course and birds singing, and enjoy breakfast or BBQ on your private patio while your children play freely and safely. The shed stores all you may need to enjoy the patio and the beach, including chairs, umbrellas, beach toys, and more. Entertainment equipment: Roku for streaming of your choice, Smart 70' new TV, home theater, DVD Blu-ray, HIFI stereo system, Wireless Internet. Roku for streaming, Smart TV, and DVD in the master bedroom. Enjoy our library of DVDs, kid's books, and games. Professionally cleaned before your arrival. br brbrNew updates.: New beds in kid's room. New sofa in LR ( July 2022). brNew big 70' TV, new bright flooring throughout the living and dining room, and new carpets in bedrooms (2024).brWe keep improving! We want you to feel as comfortable as possible, enjoy your vacation, and keep coming back. brbrWe provide pool passes PRIVILEGES. The resort will charge you an additional fee at the door. brbrWe provide you with sheets, towels, blankets and plenty of pillows. Just bring your personal belonging and a good energy for a relaxed vacation.

Charming, private, quiet, split A/C, family friendly townhouse at Ocean Edge

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$699.2

BOOKING RENTALS NOW FOR SUMMER 2026br*DISCOUNT CAN BE PROVIDED FOR 2 WEEK OR LONGER RENTALS*brbrLocated at Paine's Creek, one of the best bay beaches on Cape Cod, this 3 bedroom / 3 bath home is the perfect beach escape. Enjoy water views, ample space indoor and outdoor for entertaining and relaxing, an outdoor shower, and the beach just steps away. All bedrooms have an en-suite bathroom which make it perfect for families and groups of friends. Additionally, there is a den/tv room with a full size pull out sofa bed. Beach is less than .1 miles away. Explore the tidal flats, enjoy the creek and all it has to offer and walk to the beach for breath taking sunsets each night. Paine's Creek is known to have the best sunset on Cape Cod. brbrWell maintained, fully equipped kitchen, washer/dryer, wireless internet and cable, outdoor grill. Linens provided. Beach chairs provided. Walk to Kate's for an ice cream each night! Or enjoy the bike path located nearby and stretching throughout Cape Cod.brbrBedroom 1: Two twin bedsbrBedroom 2: Queen bed; twin pull out sofa bedbrBedroom3: King Bed and roof deckbrDen/TV Room: Full pull out sofa bedbrExtra Features: Outdoor shower, air conditioning, cable/internet, washer/dryer, beach chairs, outdoor grill upon requestbrbr5 NIGHT MINIMUM STAY - JUNEbr7 NIGHT MINIMUM STAY - JULY, AUGUSTbr4 NIGHT MINIMUM STAY - FALL AND SPRINGbrbrNO SMOKING / NO PETSbrNon Refundable $125 Booking Fee

Steps to Paine's Creek-The Perfect Vacation Home

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$499.27

This private entrance townhouse is across the street from the 18th hole and practice range. This comfortable corner unit is located in the most convenient Ocean Edge location, Trevor Village. A few minutes walk to Fletcher indoor & outdoor pools, tennis, basketball, gym, as well as Arbor pool complex and Linx Tavern. Updated kitchen, air conditioning, new washer/dryer, updated bathrooms, HDTV in each room, WIFI high speed internet, and tastefully decorated. Very private patio setting with wooded view and beautiful landscaping; with gas grill and outdoor seating. Constantly updated: Flooring and bath in 2021. Straight staircase with mounted HDTV and sound bar, new furniture in 2022. Master bedroom new furniture, flooring, paint, and AC in 2023. New loft carpet in 2024. Pool and sports facility privileges include access to five pools (club transfer fees administered directly between Ocean Edge club and tenant). brbrCape Cod Bike Trail runs through Ocean Edge property. Enjoy vacation in a luxurious gated golf resort community, just 1.5 miles to warm bay beaches and convenient to route 6, 6A, and 137. Close to several restaurants, shops, and Ocean Edge mansion facilities. brbrPool fees apply, weekly, Saturday to Saturday rental; in peak season stays of less than seven days all within one calendar week (i.e. between Sunday and Saturday), shoulder season is flexible.brbrKeywords: Ocean Edge Resort, Brewster

Centrally Located Private Corner Unit

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$609.22

Winter Rental available. OCEAN's EDGE WEDDING Alternative. Off-Season Week-End rates (3 days min). Beautiful, pristine, updated and very comfortable Cape Cod Rental home. Come enjoy this renovated Cape Style home in a private yet convenient location only 4/10ths to Ellis Landing Beach, a beautiful bayside beach in Brewster. Recently painted interior, new couches, new carpet upstairs, 2 new beds, 3 flatscreen TV s, Central A/C, New Fridge, New Microwave, New Granite, updated baths, Gas cooking, outdoor shower, WIFI and much more. The first floor offers an open floor plan with a kitchen, dining/living room running the length of the home. Sliders open up to the patio and private spacious back yard. Enjoy grilling on the back patio and relaxing in the sun. Also on the first floor you will find a seperate family room with a tv and blue-ray, ideal for the kids, a den with 2 newer twins and half bath. Upstairs you will find 3 bedrooms and 2 full baths. Tucked away at the end of a dead end street yet so close to restaurants, shops, the beach, and the Cape Cod Rail Trail. You can walk to the store in the morning for your paper and coffee then wonder to the beach. Hop on your bike and hit the Cape Cod Rail Trail only minutes away and explore all the towns along the way. Come enjoy this comfortable, very well kept home in a fantastic location. No Pets. Tenants bring their own linens/bedding and are required to signed rental agreement.

Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard...

Brewster, Massachusetts, United States

Bed

Bath

Sleeps

$746.56

Perfect for families, this recently updated, roomy home located north of 6A is situated on a quiet residential street abutting conservation land. It's less than half a mile to beautiful Linnell Landing Beach on Cape Cod Bay! Nearby is Nickerson State Park with its numerous fresh water swimming ponds, nature trails and hiking paths. The paved Cape Cod Bike Trail is also very close and offers serene rides through the woods, meadows, bogs, and along fresh and salt water. The property is convenient to downtown Brewster and Orleans shops and restaurants. This is the perfect location to gather with family and friends!brbr

A SHORT STROLL TO LINNELL LANDING BEACH - BOOK NOW FOR SUMMER 2026!

Brewster, Massachusetts, United States

5

Bed