Brewster vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Brewster

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

Guest favorite

Tiny home in Wellfleet

4.98 out of 5 average rating, 226 reviews

Writer's Cabin in Woods near Wellfleet Bay

Our unique, creative and magical "Writer's Cabin" tiny house is a guest favorite! You'll be tucked in the woods with the views of a treehouse, and just minutes' drive or bike ride to Wellfleet's beaches, ponds & walking trails. Wellfleet's quaint town center and harbor are just a 10-15 minutes walk down the road. Note: the cabin has a private, wooden Nordic shower w/ hot water built onto the outside of the cabin. Our guests love this unique experience! The toilet is standard flushing & indoors.

Apr 24 – May 1

ﺩ.ﺇ517 per night
Guest favorite

Condo in Brewster

4.86 out of 5 average rating, 154 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!

Dec 29 – Jan 5

ﺩ.ﺇ343 per night
Guest favorite

Guest suite in Harwich

4.99 out of 5 average rating, 540 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.

Sep 1 – 8

ﺩ.ﺇ652 per night

Popular amenities for Brewster vacation rentals

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
Hot Chocolate Sparrow58 locals recommend
Breakwater Beach20 locals recommend

Brewster house rentals

Guest favorite

Home in Brewster

4.99 out of 5 average rating, 102 reviews

Perfect Cape Cod vacation home

Mar 9 – 16

ﺩ.ﺇ950 per night
Guest favorite

Home in Brewster

4.93 out of 5 average rating, 103 reviews

Shop, Swim, Hike, Bike in Historic Brewster

Feb 3 – 10

ﺩ.ﺇ704 per night
Guest favorite

Home in Brewster

4.91 out of 5 average rating, 102 reviews

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

Oct 25 – Nov 1

ﺩ.ﺇ1,032 per night
Guest favorite

Home in Brewster

4.83 out of 5 average rating, 163 reviews

The Drake Cottage - Brewster Beach Getaway

Feb 6 – 13

ﺩ.ﺇ790 per night
Superhost

Home in Dennis

4.84 out of 5 average rating, 134 reviews

Cozy Centrally Located 3BR Cottage

Dec 23 – 30

ﺩ.ﺇ430 per night
Guest favorite

Home in Chatham

4.96 out of 5 average rating, 190 reviews

Studio cottage in Chatham Ma.

Feb 10 – 17

ﺩ.ﺇ631 per night
Superhost

Home in Brewster

4.86 out of 5 average rating, 119 reviews

Sun filled single level retreat, outdoor shower

Apr 23 – 30

ﺩ.ﺇ1,687 per night
Guest favorite

Home in Dennis

4.94 out of 5 average rating, 269 reviews

Cape Cod Cottage by the Bay!

Apr 3 – 10

ﺩ.ﺇ1,247 per night
Guest favorite

Home in Yarmouth Port, Cape Cod

4.99 out of 5 average rating, 309 reviews

Fabulous Waterfront! 3bdrm/2bth Kayaks & Firepit

Oct 30 – Nov 6

ﺩ.ﺇ2,953 per night
Guest favorite

Home in Chatham

4.96 out of 5 average rating, 235 reviews

Slate House - a modern waterfront getaway

Dec 19 – 26

ﺩ.ﺇ2,254 per night
Guest favorite

Home in Harwich

4.98 out of 5 average rating, 494 reviews

cape cod riverview cottage

Aug 30 – Sep 6

ﺩ.ﺇ2,103 per night
Superhost

Home in Brewster

4.81 out of 5 average rating, 115 reviews

Funky, Woodsy House near Nickerson - Dog Friendly!

Sep 3 – 10

ﺩ.ﺇ1,433 per night

Brewster beach vacation rentals

Guest favorite

Cottage in Eastham

4.91 out of 5 average rating, 188 reviews

Classic Cape Cod Cottage

Oct 24 – 31

ﺩ.ﺇ587 per night
Guest favorite

Condo in Brewster

4.97 out of 5 average rating, 157 reviews

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

Jan 19 – 26

ﺩ.ﺇ1,307 per night
Guest favorite

Cottage in Yarmouth

4.85 out of 5 average rating, 177 reviews

Cozy Cottage near Bay beaches great for a couple!

Apr 20 – 27

ﺩ.ﺇ377 per night
Guest favorite

Apartment in Eastham

4.88 out of 5 average rating, 244 reviews

Cape Cod Suite Near Private Beach

Jun 20 – 27

ﺩ.ﺇ608 per night
Guest favorite

Cottage in Harwichport

4.93 out of 5 average rating, 290 reviews

Newly renovated Cape Coddage! Location! Location!

Dec 28 – Jan 4

ﺩ.ﺇ2,270 per night
Guest favorite

Cottage in Dennis

4.94 out of 5 average rating, 213 reviews

Walk to Beach - Experience Dennis Beach House - AC

Dec 6 – 13

ﺩ.ﺇ600 per night
Guest favorite

Condo in Chatham

4.96 out of 5 average rating, 277 reviews

In-town, Pied-a-Terre. Private, Sunny condo.

Dec 17 – 24

ﺩ.ﺇ674 per night
Guest favorite

Apartment in East Orleans

4.94 out of 5 average rating, 258 reviews

Cozy Waterfront Apartment, Private Beach Access

Mar 5 – 12

ﺩ.ﺇ802 per night
Guest favorite

Condo in Dennis

4.84 out of 5 average rating, 164 reviews

The 5 minute walk to beach Super Cute Beach Condo

Sep 1 – 8

ﺩ.ﺇ550 per night
Guest favorite

Tiny home in S. Yarmouth

4.87 out of 5 average rating, 535 reviews

Romantic Cottage w/ Bikes, Paddle Boards & Kayaks

May 14 – 21

ﺩ.ﺇ662 per night
Guest favorite

Tiny home in Dennis Port

4.81 out of 5 average rating, 433 reviews

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

May 10 – 17

ﺩ.ﺇ614 per night
Guest favorite

Guest suite in Yarmouth

4.99 out of 5 average rating, 210 reviews

Find Serenity in South Yarmouth - The Boat House

Nov 2 – 9

ﺩ.ﺇ655 per night

Beach house rentals in Brewster

Guest favorite

Home in Eastham

4.97 out of 5 average rating, 163 reviews

The Sea Captain's Carriage House

Nov 5 – 12

ﺩ.ﺇ1,030 per night
Guest favorite

Home in Chatham

4.97 out of 5 average rating, 108 reviews

Close to everything in Chatham

Oct 22 – 29

ﺩ.ﺇ1,179 per night
Guest favorite

Home in Dennis

4.92 out of 5 average rating, 167 reviews

SUMMERS OFF CAPE HOUSE

Apr 23 – 30

ﺩ.ﺇ670 per night
Superhost

Home in Plymouth

4.88 out of 5 average rating, 144 reviews

OCEANFRONT Home on secluded beach.

May 22 – 29

ﺩ.ﺇ1,563 per night
Guest favorite

Home in Chatham

4.96 out of 5 average rating, 105 reviews

Amazing Family Friendly in-town - Chatham 5bedroom

Feb 22 – Mar 1

ﺩ.ﺇ3,546 per night
Guest favorite

Home in Sandwich

5.0 out of 5 average rating, 152 reviews

Quintessential Waterfront Historic Cottage

Apr 17 – 24

ﺩ.ﺇ3,347 per night
Guest favorite

Home in Dennis

4.97 out of 5 average rating, 123 reviews

Cape Cod Gathering Place-Stylish & Fully Renovated

Dec 24 – 31

ﺩ.ﺇ2,173 per night
Guest favorite

Home in Eastham

4.99 out of 5 average rating, 134 reviews

Bayside Bliss

Oct 13 – 20

ﺩ.ﺇ1,317 per night
Guest favorite

Home in Brewster

5.0 out of 5 average rating, 10 reviews

Newly remodeled cottage with path to beach

Sep 26 – Oct 3

ﺩ.ﺇ1,053 per night
Superhost

Home in Chatham

4.9 out of 5 average rating, 69 reviews

Spacious studio on lovely pond in Chatham

Apr 15 – 22

ﺩ.ﺇ325 per night
Guest favorite

Home in Brewster

4.89 out of 5 average rating, 71 reviews

Cape Cod house in quiet seaside town

May 25 – Jun 1

ﺩ.ﺇ1,557 per night
Guest favorite

Home in Brewster

5.0 out of 5 average rating, 7 reviews

Beautiful 4 bedroom Cape House near bay beaches

Apr 19 – 26

ﺩ.ﺇ1,225 per night

Quick stats about vacation rentals in Brewster

Total rentals

430 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

ﺩ.ﺇ220 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 East Brewster, over 190 vacation rentals in West Brewster, and over 620 vacation rentals in Pleasant Lake.

  • Are there vacation rentals with a dedicated workspace in Brewster?

    Yes! Work meets play with ease at over 180 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 10 homes with a gym, over 110 homes with self check-in, over 170 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore