Brewster, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Brewster, Massachusetts on RentalSaver.com!

Brewster Rentals

Filter

Popular Areas

From $478 per night (USD)
VRBO
Brewster Home in Convenient Location (1055)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This Brewster home, located in a quiet neighborhood, offers an open feel with cathedral ceilings in the living room and ...
From $478 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Central AC Modern Custom House in the heart of the Cape
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
The one-acre plot overlooks a tranquil cranberry bog and Vespers Pond via sun-dappled woods, with a rustic feel of the C ...
From $513 per night (USD)
VRBO
From $1872 per night (USD)
VRBO
Expansive Home With Gorgeous Bay Views! (1052)
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Relax and enjoy this beautiful 4 bedroom, 4 bath home features breathtaking panoramic views of Paine's Creek on Cape Cod ...
From $1872 per night (USD)
VRBO
From $535 per night (USD)
Expedia
Charming 4BR Cape Style Home - Short distance to Beach (2086)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Spacious Cape style home just a short distance to Saints Landing Beach and Paines Creek Beach in Brewster. This 4BR/2.5B ...
From $535 per night (USD)
Expedia
From $572 per night (USD)
VRBO
Perfect 2000 Sq/ft Cape On Dead-end St, 5 Min To Beach & Nickerson & Rail-trail
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This full Cape was built in the 1960s by an antique home restoration tradesman. The first and second floor were built tr ...
From $572 per night (USD)
VRBO
From $411 per night (USD)
VRBO
This lovely ground level Eaton Village apartment is delightfully furnished and decorated.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to Eaton Village of the prestigious Ocean Edge Resort in Brewster near Cape Cod Bay, come enjoy your stay at thi ...
From $411 per night (USD)
VRBO
From $188 per night (USD)
VRBO
Charming Brewster Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sweet one bedroom cottage in the heart of Brewster. Nicely renovated with fully equipped kitchen, gas range, full sized ...
From $188 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Amazing Location! Short walk to the beach or Brewster's Main Street!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Amazing Location! Short distance to the beach or Brewster's Main Street! Location, Location, Location - only 1/2 mile ...
From $270 per night (USD)
VRBO
From $450 per night (USD)
VRBO
This B-Style Billington Village townhouse has access to Golf and Pool. (Fees Apply)
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Golf and Pool Privileges. Play Cape Cod's only Jack Nicklaus Designed Course! (Fees Apply) This nautical and seafaring- ...
From $450 per night (USD)
VRBO
$Ocean Edge Resort - Billington w/ Pool access\n!!! Special rates for Aug 9-23 !!!$
From $311 per night (USD)
VRBO
Ocean Edge Resort - Billington w/ Pool access\n!!! Special rates for Aug 9-23 !!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Townhouse, 2 bedroom, 1.5 Bath unit. Recent renovations to Bathrooms and Kitchen. Master bedroom has a king bed, and s ...
From $311 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Tales of Sunset Bay, walk from a Quiet Cottage to Brewster’s Paine Creek Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
PLEASE READ IN ENTIRETY BEFORE BOOKING! Things to know: * SUMMER 2025 is completely booked! Fall 2025 weeks are bookin ...
From $258 per night (USD)
VRBO
From $440 per night (USD)
VRBO
Classy, Comfy, and Convenient with AC & Pool Access
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to the Cape in this NEWLY UPDATED, air conditioned, two bedroom / two bath second floor condo unit located in the ...
From $440 per night (USD)
VRBO
From $700 per night (USD)
VRBO
Private, spacious 5 bedroom mini-estate. Prices slashed for one remaining week
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
A beautiful and spacious vacation home complete with central A/C, a pool, and a wonderful location, our 5BR home has it ...
From $700 per night (USD)
VRBO
From $234 per night (USD)
VRBO
New Listing at Ocean Edge- Guest Passes Available
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy a quiet and relaxing vacation in this ground level 2 bedroom, 2 bath condo, featuring air conditioning in main liv ...
From $234 per night (USD)
VRBO
From $482 per night (USD)
VRBO
Charming Beach Cottage - Walk To Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Relax and unwind in this three bedroom, one and a half bath home with outdoor shower in convenient Brewster location. P ...
From $482 per night (USD)
VRBO
From $361 per night (USD)
VRBO
Charming, private, quiet, partial A/C, family friendly townhouse at Ocean Edge
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Make our sunny and bright home your vacation retreat. You will appreciate the only 2-minute walk to the Fletcher indoor/ ...
From $361 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Centrally Located Private Corner Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This private entrance townhouse is across the street from the 18th hole and practice range. This comfortable corner unit ...
From $338 per night (USD)
VRBO
From $368 per night (USD)
VRBO
Updated and Spacious, Walk to the Bay Cape. WiFi, Cntrl A/C, Yard...
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Rental available. OCEAN's EDGE WEDDING Alternative. Off-Season Week-End rates (3 days min). Beautiful, pristin ...
From $368 per night (USD)
VRBO
From $652 per night (USD)
VRBO
A SHORT STROLL TO LINNELL LANDING BEACH - BOOK NOW FOR SUMMER 2025!
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Perfect for families, this recently updated, roomy home located north of 6A is situated on a quiet residential street ab ...
From $652 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Cape Cod Bay & Quivett Creek Views-Great Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Fabulous views of Quivett Creek Marsh, Cape Cod Bay and acres of protected conservation land from this two story antique ...
From $531 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Immaculately Clean - Continually Updated – Ocean Edge
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Exceptionally well maintained and tastefully re-decorated two bedroom, two full bath condo located at the Ocean Edge Re ...
From $343 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Enjoy Brewster With Years Of Family Charm
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Perfect 3 bedroom home in Brewster, walking distance to restaurants and cafes. Bring the whole family and enjoy ...
From $343 per night (USD)
Expedia
From $889 per night (USD)
VRBO
Picturesque Private Beachfront House on Cape Cod Bay
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
If you can imagine the perfect family summer vacation at the sea, you can find it at our bay-side Cape Cod cottage! The ...
From $889 per night (USD)
VRBO
From $339 per night (USD)
VRBO
Great house for families - close to beaches, bike trail, dining!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A quiet summer home tucked off of 6A, adjacent to Nickerson State Park - great for hiking, biking, and swimming. Excelle ...
From $339 per night (USD)
VRBO
From $274 per night (USD)
VRBO
Lovely home w/free WiFi/spacious patio/spiral staircase - near shops/restaurants
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Relaxing Cape Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $274 per night (USD)
VRBO
From $699 per night (USD)
Expedia
New Cape Beach Cottage.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful Bayside Property with Central A/C, Gorgeous Yard, walk to the beach. This spectacular 3/2 cottage is located ...
From $699 per night (USD)
Expedia
From $277 per night (USD)
VRBO
Spacious Home by Beach Dog Welcome!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: 18830 - Breathe Easy: Spacious Home with Vaulted Ceilings, Outdoor Fire Pit, Mins. to Beach, Dog Welcome! The ...
From $277 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Brewster, MA Beach House with 1/2 Mile of Private Association Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
COVID-19 ANNOUNCEMENT FOR RESERVATIONS FROM NOW THROUGH OCTOBER 2025 WE A ...
From $408 per night (USD)
Expedia
Click For Pricing
VRBO
Charming, walk to Cape Cod Bay, bike trail
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Quiet, private and lush.end of cul- de- sac, walk to Cape Cod Bay and Bike trail.large rear deck with Weber grill, TVs a ...
Click For Pricing
VRBO
Click For Pricing
Expedia
Cape Cod vacation home offers heated pool and close proximity to beaches
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Our summer retreat is quintessential Cape Cod charm, and we can't wait for you to enjoy it as much as we do. We tasteful ...
Click For Pricing
Expedia
From $527 per night (USD)
VRBO
Private Family-Friendly Home in Brewster with Expansive Backyard!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Come stay in this private 3 bedroom, 2 bathroom home with an expansive backyard featuring a walk-out deck, fire pit, out ...
From $527 per night (USD)
VRBO
Click For Pricing
Expedia
Brewster Cape Cod Bay Waterfront
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Cape Cod Bay Waterfront! Private stairway to the beach. Charming cottage sleeps 6. First floor features beautiful sunroo ...
Click For Pricing
Expedia
From $1077 per night (USD)
VRBO
100 ft. of Private Beach Front on Cape Cod Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
*Cancellation policy at end of property description.* Enjoy all the perks of this pristine 3BR/2BA waterfront beach c ...
From $1077 per night (USD)
VRBO
From $591 per night (USD)
VRBO
Brewster Mountain Retreat by Blueberry Pond
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Enjoy the breeze on Brewster Mountain! Our custom-built post and beam house offers 3 bedrooms (2 queens, 1 twin plus a t ...
From $591 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Enjoy this 1,600 sqft two story guest house with A/C, garage, balcony, and access to bike trail!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Vacation on Cape and Rest Easy at Simplicity Cottage! $50 Restaurant Gift card! Escape to this light-filled guest house ...
From $393 per night (USD)
VRBO
Click For Pricing
Expedia
Sweet Cape Cod Cottage Close to Beaches, Cape League Baseball and Ice Cream
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This lovely Cape Cod cottage is located at the end of a quiet street, yet still very close to beaches, major roads, Brew ...
Click For Pricing
Expedia
From $302 per night (USD)
VRBO
Classic Home close to Ponds Dog Welcome!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: 18833 - Reflections Retreat: Classic Home close to Ponds Dog Welcome! The Space: NEW FOR 2025: Central AC, New ...
From $302 per night (USD)
VRBO
Click For Pricing
Expedia
Great Family Spot- Rail Trail in backyard and Pond 4 minute walk from backdoor!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Perfectly situated this property is adjacent to the Cape Cod Rail Trail and is less than a 4 minute walk out your back d ...
Click For Pricing
Expedia
From $596 per night (USD)
VRBO
HISTORIC LUXURY! PET OK! 1 mile to beach! Patio-firepit-2KingSuites
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
⚓️Renovated Historic Luxury ⚓️ *sleeps 8 (max 6 adults) *2000 sq ft *2 king beds *1 queen *1 twin *1 tiny twin (38”W x ...
From $596 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Sheep’s Pond Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Don't wait to rent this adorable 3 bedroom home is located in the desirable Sheep Pond Estates in Brewster with Deeded r ...
From $342 per night (USD)
VRBO
From $1046 per night (USD)
VRBO
Beachfront Home Offering Direct Access to Your Own Private Beach (2386)
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Escape to this beautiful beachfront home, offering direct access to your own private stretch of Cape Cod Bay beach. Perf ...
From $1046 per night (USD)
VRBO
From $1719 per night (USD)
Expedia
Pool, Hot Tub Serene Private Back Yard 1/4 Mile to Ellis Landing Beach (2387)
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Welcome to your next Cape Cod getaway! This stunning rental home is designed for relaxation and entertainment, featuring ...
From $1719 per night (USD)
Expedia
From $615 per night (USD)
VRBO
Walk to beach, Secluded and private home and backyard!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Summary: 18840 - Walk to beach, Secluded and private home and backyard! The Space: Nestled on a hillside in Brewster, B ...
From $615 per night (USD)
VRBO
From $494 per night (USD)
Expedia
Spacious home with deck and fire pit!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 18839 - The Homestead: Spacious home with deck and fire pit! The Space: Discover the charm of The Homestead, y ...
From $494 per night (USD)
Expedia
From $1582 per night (USD)
VRBO
5-Bedroom Vacation Haven with Pool!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Northside Retreat: 5-Bedroom Vacation Haven with Endless Outdoor Fun Welcome to your perfect Cape Cod getaway! This stu ...
From $1582 per night (USD)
VRBO
From $293 per night (USD)
Expedia
6 Mi to Beach: Home w/ Deck in Brewster!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Peaceful Setting | Washer/Dryer | Beach Chairs & Umbrella Enjoy a memorable Cape Cod retreat with your crew at this 3-b ...
From $293 per night (USD)
Expedia
From $356 per night (USD)
VRBO
Newly renovated Mid-Century Modern beach experience in Brewster
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy this centrally located home in Brewster that has been updated with modern amenities and beachy casual feel. Relax ...
From $356 per night (USD)
VRBO
From $280 per night (USD)
Expedia
Cozy 1 bedroom with fenced in yard, porch and association lake beach access
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this lovely apartment in Brewster. This fabulous rental features 1 cozy bedroom with a queen bed, a well-equi ...
From $280 per night (USD)
Expedia
From $228 per night (USD)
VRBO
Cozy condo with golf course view, balcony, W/D, AC, & games
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Condo at Ocean Edge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $228 per night (USD)
VRBO
From $417 per night (USD)
Expedia
Newly Renovated Ocean Edge 2 Bedroom Condo in Fletcher Village
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your Next Beach Getaway! Escape to this stunning, newly renovated 2-bedroom townhome located in the luxurious Ocean Edg ...
From $417 per night (USD)
Expedia
From $330 per night (USD)
VRBO
Vacation Bliss at Ocean Edge RPAM108
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step inside to discover a bright, airy space with gleaming floors, high ceilings, and a layout that feels both inviting ...
From $330 per night (USD)
VRBO
From $646 per night (USD)
Expedia
Spacious Home With Private Yard Close to Beach Abutting Conservation (2397)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
***NEW FOR 2025*** Escape to this beautifully designed one-story home, perfectly positioned just 0.6 miles from Saints L ...
From $646 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Walk to Beach/Close to Town and Restaurants, 3-bedroom house in Brewster with AC
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Welcome to your idyllic summer retreat on Cape Cod! This classic Cape Cod-style house offers a perfect blend of charm an ...
From $509 per night (USD)
VRBO
From $411 per night (USD)
VRBO
Charming 3-bedroom house with AC, WiFi in awesome Brewster w bike trail access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
You made it, you're on vacation! You take the drive out to the Cape and pull up to your home away from home. You open th ...
From $411 per night (USD)
VRBO
From $742 per night (USD)
VRBO
Charming 3-bedroom condo in Endicott Village at Ocean Edge Resort & Golf Club
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Inside, this three bedroom, three bathroom, 1,600 sq. ft condo, is featured a well-equipped kitchen with a range of stai ...
From $742 per night (USD)
VRBO
From $593 per night (USD)
Expedia
Charming 2-bedroom in Brewster with AC, walking distance to association beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Your Brewster adventure begins at this delightful 2-bedroom house. Bedroom 1 has a queen bed and private bathroom and be ...
From $593 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Charming 1-bedroom apartment in beautiful Brewster with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to this charming apartment in Brewster. This wonderful rental features a cozy bedroom with a king bed, a lovely ...
From $355 per night (USD)
VRBO
From $632 per night (USD)
VRBO
Charming 3-bedroom pondfront house on cul de sac in Brewster, Mass NEW LISTING
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
NEW RENTAL LISTING IN 2025: Discover the beauty of Brewster from this charming 3-bedroom house with private pond access ...
From $632 per night (USD)
VRBO
From $388 per night (USD)
VRBO
Patio Style Ocean Edge Unit with Pool Access!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Ocean Edge Resort Patio Style Home with Pools Access! * * * * See end of this description for information a ...
From $388 per night (USD)
VRBO
From $363 per night (USD)
VRBO
Adorable and private 3BR/1.5BA near Captain's Golf Course
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
BRAND NEW LISTING -3BD, 1.5BA, Dog Friendly* & Great for the Golf Enthusiast! * * * * See end of this descr ...
From $363 per night (USD)
VRBO
From $433 per night (USD)
VRBO
Pond front with Private Beach and Central A/C
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Waterfront Cottage on Long Pond! * * * * See end of this description for information about free included ac ...
From $433 per night (USD)
VRBO
From $219 per night (USD)
VRBO
Brewster - 1 Bed Cottage, Perfect for a Cozy Getaway!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to Cape Cod Property 121, a cozy and inviting retreat nestled in the charming town of Brewster. This delightful ...
From $219 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Enjoy the charm of this Cape Cod getaway; coastal elegance meets modern comfort and tranquility.
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Elegant Cape Cod Retreat $75 Restaurant gift card! Experience the charm and tranquility of this beautifully appointed ...
From $599 per night (USD)
VRBO
From $568 per night (USD)
VRBO
Views of Paines Creek, NOW with AC!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Views & Minutes to the Water's edge! * * * * See end of this description for information about free include ...
From $568 per night (USD)
VRBO
From $342 per night (USD)
VRBO
**JUST LISTED!**WHEELCHAIR and PET FRIENDLY!*
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
**JUST RELISTED! CENTRALLY LOCATED 3BD, 3BA WHEELCHAIR / MOBILITY & PET FRIENDLY HOME with AMAZING DECK!** * * * ...
From $342 per night (USD)
VRBO
From $603 per night (USD)
VRBO
This charming Brewster retreat offers the perfect blend of coastal elegance and modern comfort.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming Brewster retreat offers the perfect blend of coastal elegance and modern comfort. New Deck Built and Outd ...
From $603 per night (USD)
VRBO
From $529 per night (USD)
VRBO
Seaside Breeze
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
New 2025 Seaside Breeze - Charming Home in Brewster Walk to Saint's Landing Beach on Cape Cod Bay The ideal retreat wh ...
From $529 per night (USD)
VRBO
From $571 per night (USD)
VRBO
Modern House w/Private Beach Access to Seymour Pond, Near Rail Trail
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This newly renovated home offers everything you need for a memorable Cape Cod vacation. You don’t have to choose between ...
From $571 per night (USD)
VRBO
From $468 per night (USD)
VRBO
Icing on the Cape - Private Association Beach 0/6 miles from your vacation home!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
“Icing on the Cape”Beach 0/6 miles from your vacation home This delightful two story 1,328 square foot residence offers ...
From $468 per night (USD)
VRBO
From $592 per night (USD)
VRBO
My Fathers Dragon - Private Association Beach! Central Air!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
My Fathers Dragon Private Association Beach! Nestled in the peaceful and picturesque Brewster Bayside neighborhood, th ...
From $592 per night (USD)
VRBO
From $854 per night (USD)
VRBO
Peak Aug Weeks still avail! Sat-Sat. Brewster Farmhouse Retreat on Seymour Pond
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to Surrey Farms! Unwind and recharge in our stunning 5-bedroom, 4-bathroom Cape Cod farmhouse. Surrey Farms is n ...
From $854 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Grandfather's Lane charmer
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Central AC & Minutes to Beach! * * * * See end of this description for information about free included act ...
From $307 per night (USD)
VRBO
From $267 per night (USD)
VRBO
Minutes to beautiful Saints Landing Beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This unique and beautiful home located in the historic district of Brewster sits just 0.3 miles to Saint's Landing Beach ...
From $267 per night (USD)
VRBO
From $380 per night (USD)
VRBO
3BD Herring Run Antique--A/C, Fire Pit & Enclosed Outdoor Shower
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Brewster Historic District Antique & Dog Friendly! * * * * See end of this description for information abou ...
From $380 per night (USD)
VRBO
From $386 per night (USD)
VRBO
Pineland Park - Private Association Beach Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Private Association Beach access!! Brewster Flats * * * * See end of this description for information about ...
From $386 per night (USD)
VRBO
From $424 per night (USD)
VRBO
Charming home near Cape Cod Rail Trail offers comfort, convenience, and classic New England appeal.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Tucked away near the scenic Cape Cod Rail Trail, this delightful single-family home seamlessly combines comfort, conveni ...
From $424 per night (USD)
VRBO
From $681 per night (USD)
VRBO
Robinson Road Beach House
Bedrooms:
1
Bathrooms:
1
Sleeps:
10
Minutes to Private Beach! This cozy 5 bedroom, two full bathroom cottage is just off the shared private beaches on Brew ...
From $681 per night (USD)
VRBO
From $326 per night (USD)
VRBO
BNEHJ - NEW LISTING! Howland Circle End unit with great A/C at Ocean Edge Villages<br>**SPECIAL JUNE RATES! **
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
JUST RELISTED, 2BR, 2BA HOWLAND CIRCLE UNIT at OCEAN EDGE RESORT - NEW OWNERSHIP! **POOL PASSES NOW AVAILABLE FOR PURCHA ...
From $326 per night (USD)
VRBO
From $423 per night (USD)
VRBO
3BD Main Street Retreat--A/C, Fire Pit, Enclosed Outdoor Shower
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to this lovely vacation rental in Brewster, MA! This three-bedroom, two full-bath duplex* exudes a relaxed Cap ...
From $423 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Fire pit, By Long Pond + Greenland Pond, sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This newly renovated home is spotless and stylish, offering 3 bedrooms plus a pullout sleeper to comfortably sleep 8, wi ...
From $428 per night (USD)
VRBO
From $748 per night (USD)
VRBO
Sleeps 12, Hot Tub, 5 min to Beach, Bocce Ball
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Renovated Brewster retreat, perfect for groups or families! ✓ Sleeps 12: 2+ bedroom house with loft and sunroom + 2-bed ...
From $748 per night (USD)
VRBO
From $448 per night (USD)
VRBO
Point of Rocks Beach at the right price!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Only 4/10's mile to public Point of Rocks Beach on Cape Cod Bay! * * * * See end of this description for in ...
From $448 per night (USD)
VRBO
From $249 per night (USD)
VRBO
Ocean Edge Condo - Resort Pool & Close to Beaches!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Bright & spacious one bedroom, one bath, 2nd floor unit at prestigious Ocean Edge. Access to resort pool, tennis courts, ...
From $249 per night (USD)
VRBO
From $384 per night (USD)
VRBO
Shady Pines
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
New 2025 Shady Pines Tranquil 4 Bedroom Retreat Just Moments from Beautiful Seymour Pond in Brewster Family & dog-frie ...
From $384 per night (USD)
VRBO
From $609 per night (USD)
VRBO
Sparrow's Nest
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Serene Brewster Retreat Nestled in the Pine Trees by Blueberry Pond This recently renovated home is in an amazing locati ...
From $609 per night (USD)
VRBO
From $676 per night (USD)
VRBO
Beachcomber's Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Lovely 3BR Home is Just Under a Mile from Point of Rocks Beach in Brewster Great location between historic Route 6A and ...
From $676 per night (USD)
VRBO
From $2558 per night (USD)
VRBO
Ocean Edge Resort 3-bedroom 3 Bath house with AC. Premium Accomdations.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Ocean Edge Resort and Golf Club – This a private vacation home that has been completely remolded to extremely high stan ...
From $2558 per night (USD)
VRBO
From $265 per night (USD)
VRBO
BPOPE - Just Listed! Spacious Oasis minutes to CC Rail Trail & Beaches
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
New Listing! Spacious Oasis minutes to Cape Cod Rail Trail & Beaches Escape to the serene beauty of Cape Cod with a sta ...
From $265 per night (USD)
VRBO
From $230 per night (USD)
VRBO
Landing Lane at Sea Pines
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Just Listed - Sea Pines Condo! * * * * See end of this description for information about free included acti ...
From $230 per night (USD)
VRBO
From $479 per night (USD)
VRBO
Time Will Tell - Incredible Brewster Residence With Breath Taking Gardens!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
"Time Will Tell" This sensational, single-level remodeled residence is a brand-new listing for 2025. Located adjacent t ...
From $479 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Welcome to this lofty Ocean Edge two bedroom, two bath townhouse!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautiful and Spacious Ocean Edge Townhome! Welcome to this lofty Ocean Edge two bedroom, two bath townhouse! This beau ...
From $303 per night (USD)
VRBO
From $379 per night (USD)
VRBO
Saint's Landing Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Minutes to 2 Beaches and ALL Bedrooms with A/C! * * * * See end of this description for information about f ...
From $379 per night (USD)
VRBO
From $791 per night (USD)
VRBO
Sears Point end unit
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
PRIVATE ASSOCIATION BEACH & CAPE COD BAY VIEWS! * * * * See end of this description for information about f ...
From $791 per night (USD)
VRBO
From $559 per night (USD)
VRBO
Sea Pines in Brewster with a water view, a private association Beach, community pool, tennis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Spacious Condo with Water Views and All Amenities at Sea Pines! (30 Day Minimum Stay) This beautiful Sea Pines townhome ...
From $559 per night (USD)
VRBO
From $1068 per night (USD)
VRBO
Large and Luxurious Cape Cod Escape at Rocky Hill
Bedrooms:
3
Bathrooms:
7
Sleeps:
10
RelaxAway Vacations LLC Presents our newest Luxury Property: Large and Spacious Cape Cod Escape at Rocky Hill Escape to ...
From $1068 per night (USD)
VRBO
From $437 per night (USD)
VRBO
Updated Howland Village end unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Howland Circle, your charming retreat in Brewster, MA! This cozy 2-bedroom, 2-bathroom home offers a perfect ...
From $437 per night (USD)
VRBO
From $368 per night (USD)
VRBO
Welcome to Chilton Village of the Ocean Edge Resort. Enjoy your stay in a bright first floor condo.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Chilton Village of the prestigious Ocean Edge Resort in Brewster near Cape Cod Bay, come enjoy your stay at t ...
From $368 per night (USD)
VRBO
From $248 per night (USD)
VRBO
Brewster Ocean Edge Condo, Easy Breezy Fun!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience a great beach town getaway with this tastefully decorated and comfortable 2-bedroom, 2-bathroom Ocean Edge c ...
From $248 per night (USD)
VRBO
From $400 per night (USD)
VRBO
Relax and enjoy the fine residence in beautiful Sea Pines on Cape Cod Bay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Relax and Enjoy the Finer Things in this Picturesque 2.5 BD, 2 BA Residence in Beautiful Sea Pines! Sea Pines is full o ...
From $400 per night (USD)
VRBO
From $678 per night (USD)
VRBO
Howland Village townhouse with GOLF & POOL located just a few minutes' walk from Pools and Fitness.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Great opportunity to play a Jack Nicklaus designed golf course near Brewster Bay Beaches! Linens, Towels, Bath Mats pro ...
From $678 per night (USD)
VRBO

Search Your Destination Now!

Brewster Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 635 Rentals