Brewster vacation rentals

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Top-rated vacation rentals in Brewster

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Tiny home in Dennis Port

4.81 out of 5 average rating, 436 reviews

★TINY HOUSE★4/10mi Beach & Village★Pet OK★2 Bikes

Welcome to SAND PEBBLE COTTAGE! We are PET FRIENDLY! This 300sq.ft "TINY HOUSE" is 0.4 mi from the ocean beach & 1/2 mi from Dennisport village At the end of a cul-de-sac, this tiny cottage has everything you need ✅ 4/10mi to beach & village ✅ Kitchen w/marble counters ✅ Combo W/D unit ✅ TV ✅ Deck w/furniture & charcoal BBQ ✅ Parking-2 cars ✅ Separate bedroom ✅ Full A/C ✅ Bring your sheets/towels-we do not provide linens ✅ Pet friendly-only 1 pet as the cottage is tiny $25/nt

Jan 27 – Feb 3

G$24,949 GYD per night

Guest favorite

Place to stay in Wellfleet

4.98 out of 5 average rating, 163 reviews

WoodsideTiny House near Wellfleet Bay

Our tiny house tucked under trees is the perfect getaway. Walk past our orchard to get to your "Romantic Hideaway". This special rental has a private, sunny deck, a Nordic shower, stained glass windows and a library of books/vinyls. Set back from a quiet road on our property, this little gem is walking distance to Wellfleet's center, harbor & many restaurants, & just minutes drive from National Seashore beaches & ponds. A fun time in bustling Provincetown awaits you only 15 miles down the road!

Oct 10 – 17

G$34,645 GYD per night

Guest favorite

Condo in Dennis

4.99 out of 5 average rating, 172 reviews

Studio, 300 yards to Glendon Beach; Seahorse#2

Newly renovated, 250 sq ft studio at Near Beach Rentals. 300 yards to Glendon Beach means you can head to the beach in the morning and you're close enough to walk back for lunch. Fully furnished studio includes a queen bed and a fold down couch, kitchen with stove, fridge, coffee maker and microwave, air conditioning, 40" smart TV, newly renovated bathroom, Wifi, and access to the shared courtyard with grills and furniture. **(6) total units makes NBR a great place for larger gatherings!!!

Oct 12 – 19

G$26,185 GYD per night

Guest favorite

Condo in Brewster

4.87 out of 5 average rating, 164 reviews

Shining Sea Condo

Ocean Edge condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. One king bed and one queen, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC in living room and heat throughout the unit. Wifi and two smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Apr 6 – 13

G$37,871 GYD per night

Guest favorite

Apartment in Falmouth

4.98 out of 5 average rating, 116 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Oct 23 – 30

G$14,621 GYD per night

Guest favorite

Guest suite in Harwich

4.99 out of 5 average rating, 543 reviews

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Nine year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

Oct 24 – 31

G$35,579 GYD per night

Guest favorite

Guest suite in Brewster

4.95 out of 5 average rating, 150 reviews

Cozy and Secluded Apartment/Seasonal garden view

Walk across your private patio through sliding glass doors to your private garden retreat in this spacious studio. A large bathroom is just off the kitchen. This brand new apartment is designed for your perfect vacation or retreat from city life. If you are working from home - try working from Cape Cod! A desk awaits you - leave your computer set up and ready! Not the best apartment for disabilities - the entrance is in the back and there is a step up into the shower.

Sep 28 – Oct 5

G$21,143 GYD per night

Guest favorite

Home in Brewster

4.92 out of 5 average rating, 135 reviews

Cozy Cape Cabin - just minutes to Cape Cod Bay!

Available due to a cancellation - two consecutive weeks from August 3 - 17. Our home is within easy walking distance to the beach, restaurants, convenience stores, shops, and is very close to the bike trail (Cape Cod Rail Trail). You’ll love our place because of our location, and the spacious and relaxing layout of our home. We are located on a private beach association road in a residential area, yet more amenities are easily accessible within a short drive.

Apr 7 – 14

G$40,446 GYD per night

Guest favorite

Apartment in Barnstable

4.99 out of 5 average rating, 231 reviews

Your dog will love it here and you will too.

If you love to travel with your dog (dogs), like I do, then this is the perfect place for you and your dog. We have a large fenced in yard for your dog to play in and for you to relax in with your dog. We have a one bedroom apartment with a full kitchen, bath, living room and dining area When you book would you PLEASE let me know whether or not you will be traveling with a dog and if you are what breed of dog will you be bringing. Thanks!

Feb 19 – 26

G$27,333 GYD per night

Guest favorite

Apartment in Eastham

4.95 out of 5 average rating, 206 reviews

National Seashore Escape

There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

Sep 9 – 14

G$35,687 GYD per night

Guest favorite

Guest suite in Harwich

4.94 out of 5 average rating, 226 reviews

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

Jan 14 – 21

G$27,312 GYD per night

Guest favorite

Guest suite in Orleans

4.92 out of 5 average rating, 143 reviews

Charming Old Cape Cod

Relax and enjoy spending time at Snowtop on the Town Cove, many activities including sailing, paddle boarding, water skiing and spectacular sunsets! A short walk to swim, sit on the sand or take a beach walk. The offered space has a private entrance with bath, bedroom with a king size bed, a sunny living room with dining table over looking the water where you could choose to dine in, have coffee in the morning or play a game.

Sep 16 – 23

G$28,760 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Brewster vacation rentals

Laptop-friendly workspace

Stay near Brewster's top sights

Nickerson State Park115 locals recommend

Ocean Edge Resort & Golf Club26 locals recommend

Cape Cod Rail Trail44 locals recommend

Wequassett Resort and Golf Club59 locals recommend

Breakwater Beach20 locals recommend

Hot Chocolate Sparrow58 locals recommend

Other great vacation rentals in Brewster

Superhost

Home in Brewster

4.92 out of 5 average rating, 237 reviews

Privacy with Cape Cod charm

Apr 22 – 29

G$53,636 GYD per night

Guest favorite

Home in Brewster

4.93 out of 5 average rating, 105 reviews

Shop, Swim, Hike, Bike in Historic Brewster

Apr 4 – 11

G$43,302 GYD per night

Guest favorite

Home in Dennis

4.94 out of 5 average rating, 270 reviews

Cape Cod Cottage by the Bay!

Mar 26 – Apr 2

G$42,245 GYD per night

Guest favorite

Home in Brewster

4.99 out of 5 average rating, 102 reviews

Perfect Cape Cod vacation home

Feb 18 – 25

G$53,952 GYD per night

Guest favorite

Home in Chatham

4.96 out of 5 average rating, 192 reviews

Studio cottage in Chatham Ma.

Nov 18 – 25

G$35,811 GYD per night

Guest favorite

Home in Brewster

4.98 out of 5 average rating, 168 reviews

SeaPeace Cottage-East Brewster Deck,Firepit,W/D AC

Sep 27 – Oct 4

G$121,149 GYD per night

Guest favorite

Home in Yarmouth Port, Cape Cod

4.99 out of 5 average rating, 311 reviews

Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit

Dec 8 – 15

G$81,836 GYD per night

Guest favorite

Home in Brewster

4.91 out of 5 average rating, 105 reviews

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck

Oct 25 – Nov 1

G$58,775 GYD per night

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Brewster beach vacation rentals

Guest favorite

Cottage in Eastham

4.91 out of 5 average rating, 188 reviews

Classic Cape Cod Cottage

Apr 14 – 21

G$33,308 GYD per night

Guest favorite

Condo in Brewster

4.97 out of 5 average rating, 158 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

Nov 17 – 24

G$58,371 GYD per night

Guest favorite

Cottage in Eastham

4.9 out of 5 average rating, 342 reviews

Barn Cottage on Minister Pond

Nov 4 – 11

G$29,887 GYD per night

Guest favorite

Condo in Dennis

4.84 out of 5 average rating, 165 reviews

The 5 minute walk to beach Super Cute Beach Condo

Sep 24 – Oct 1

G$27,676 GYD per night

Guest favorite

Condo in Chatham

4.96 out of 5 average rating, 279 reviews

In-town, Pied-a-Terre. Private, Sunny Comfy Home.

Jan 5 – 12

G$39,104 GYD per night

Guest favorite

Cottage in Dennis

4.94 out of 5 average rating, 216 reviews

Walk to Beach - Experience Dennis Beach House - AC

Dec 1 – 8

G$36,420 GYD per night

Guest favorite

Cottage in Yarmouth

4.92 out of 5 average rating, 407 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

Jan 9 – 16

G$41,015 GYD per night

Guest favorite

Apartment in Eastham

4.88 out of 5 average rating, 244 reviews

Cape Cod Suite Near Private Beach

Nov 8 – 15

G$32,476 GYD per night

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Beach house rentals in Brewster

Guest favorite

Home in Truro

4.88 out of 5 average rating, 171 reviews

Cape Cod Getaway 2 Bedroom Cozy Home

Nov 7 – 14

G$32,267 GYD per night

Guest favorite

Home in Chatham

4.96 out of 5 average rating, 101 reviews

The Osprey Nest - Beach house with stunning views

Feb 25 – Mar 4

G$64,314 GYD per night

Guest favorite

Home in Eastham

4.97 out of 5 average rating, 163 reviews

The Sea Captain's Carriage House

Jan 13 – 20

G$58,903 GYD per night

Guest favorite

Home in Chatham

4.97 out of 5 average rating, 112 reviews

Close to everything in Chatham

Oct 25 – Nov 1

G$74,947 GYD per night

Superhost

Home in Brewster

4.86 out of 5 average rating, 119 reviews

Sun filled single level retreat, outdoor shower

Apr 16 – 23

G$89,850 GYD per night

Guest favorite

Home in Dennis

4.97 out of 5 average rating, 156 reviews

4 Minute Walk to Beach, Cape Cod Serenity

Oct 25 – Nov 1

G$48,060 GYD per night

Guest favorite

Home in Sandwich

5.0 out of 5 average rating, 154 reviews

Quintessential Waterfront Historic Cottage

May 6 – 13

G$134,312 GYD per night

Guest favorite

Home in Yarmouth

5.0 out of 5 average rating, 209 reviews

The Pearl: 3 Bedroom 500 steps to Englewood Beach!

Dec 28 – Jan 4

G$39,584 GYD per night

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Quick stats about vacation rentals in Brewster

Total rentals
420 properties
Rentals with a pool
60 properties have a pool
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
330 properties are a good fit for families
Total number of reviews
12K reviews
Nightly prices starting at
G$12,509 GYD before taxes and fees

Frequently Asked Questions

Where should I stay in Brewster?
Make yourself at home in Brewster by choosing from our most frequently booked neighborhoods. We have over 190 vacation rentals in West Brewster, over 650 vacation rentals in Pleasant Lake, and over 190 vacation rentals in East Brewster.
Are there vacation rentals with a dedicated workspace in Brewster?
Yes! Work meets play with ease at over 170 vacation rentals in Brewster featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Brewster?
Four-legged friends are welcome in Brewster. Choose from more than 130 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Brewster?
Experience the best of Brewster with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Brewster have self check-in?
Absolutely! We offer over 110 house rentals with self check-in in Brewster. Enjoy a tailored experience with all the comforts you desire.
Are there Brewster house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 house rentals with pools in Brewster, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Brewster have a bbq area?
Absolutely! We offer over 170 house rentals with a bbq area in Brewster. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Brewster have a gym?
Absolutely! We offer over 10 house rentals with a gym in Brewster. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Brewster?
Brewster has more than 240 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Brewster?
Enhance your stay in our House Rentals with the most popular amenities: over 170 homes with a bbq area, over 10 homes with a gym, over 110 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Brewster vacation rentals

Top-rated vacation rentals in Brewster

Vacation rentals for every style

Cottages

Apartments

Houses

Popular amenities for Brewster vacation rentals

Stay near Brewster's top sights

Other great vacation rentals in Brewster

Home in Brewster

Home in Brewster

Home in Dennis

Home in Brewster

Home in Chatham

Home in Brewster

Home in Yarmouth Port, Cape Cod

Home in Brewster

Brewster beach vacation rentals

Cottage in Eastham

Condo in Brewster

Cottage in Eastham

Condo in Dennis

Condo in Chatham

Cottage in Dennis

Cottage in Yarmouth

Apartment in Eastham

Beach house rentals in Brewster

Home in Truro

Home in Chatham

Home in Eastham

Home in Chatham

Home in Brewster

Home in Dennis

Home in Sandwich

Home in Yarmouth

Quick stats about vacation rentals in Brewster

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Where should I stay in Brewster?

Are there vacation rentals with a dedicated workspace in Brewster?

Are there pet-friendly vacation rentals in Brewster?

How much does it cost to stay in house rentals in Brewster?

Do house rentals in Brewster have self check-in?

Are there Brewster house rentals on Airbnb with pools?

Do house rentals in Brewster have a bbq area?

Do house rentals in Brewster have a gym?

Are there family-friendly house rentals in Brewster?

What are the most popular amenities for House Rentals in Brewster?

Destinations to explore