
Holiday rentals in Brewster
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Top-rated holiday rentals in Brewster
Guests agree: these stays are highly rated for location, cleanliness and more.

Shop, Swim, Hike, Bike in Historic Brewster
Spacious, sunny, A/C'd, one floor cottage! Centrally located: 1.3 mi to beach, .5 mi walk to the charming Brewster Store, Brewster Scoop & Route 6A. The bike trail is 1 min bike ride. Sheeps Pond is 1.3 mi; you can swim, kayak, canoe, fish. Newer mattresses/pillows, bunk bed for kids. Laundry facilities, kitchen composting, Britta filter, Linen option. Big backyard, outdoor picnic table and hot shower! BBQ and Adirondack chairs around fire pit. Bike shed, beach chairs, umbrellas, toys. Parking!

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks
*Beautifully decorated waterfront cottage w/amazing bluestone patio- private beach *Cape Cod Rail Trail Bike Path access through the gate *Central A/C *Private sandy beach on crystal clear lake *2 Kayaks, 6 Bikes & 2 SUP’s incl for your enjoyment *A few min drive to Ocean or Bay beach *Large waterfront living room w/ 65" “Frame TV” *Primary suite * Beds - 1 king, 1 queen, 2 twins *Gas Fire-table * Pet friendly (25lbs under please) - $30/nt *Private location. *Sunsets from the couch

Spacious Modern Cottage, beach& Wychmere <1.4mile
Entire spacious newly renovated modern cottage in Harwich Port. Sun filled open concept living room with a large kitchen island. Great for families ! Less than 4 min drive to Red River beach and Bank street Beach. 3 min drive to Wychmere Beach Club wedding venue. Close to Harwich Port downtown. Centrally located, close to Chatham, Brewster and Dennis. Freedom Cruise Line ferry to Nantucket at the end of our street. Enjoy a hike to Harwich Thompson's field Conservation area. Close to bike trail

The Drake Cottage - Brewster Beach Getaway
Experience quintessential Cape Cod in The Drake Cottage located right on 6A in Brewster, Ma. The Drake Cottage is conveniently situated within a mile of Drummer Boy Park, The Cape Museum of Natural History, Paines Creek Beach and a 9 min drive from Oceans Edge. The cottage offers an expansive private back yard with an acre of land. Enjoy a newly extended patio complete with fire pit, 10 person picnic table and BBQ grill. Our newly updated interior provides our guests with many modern amenities.

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck
Updated, spacious, peaceful Mid-Cape home Private road, private beach/pond (5 min walk) Silent central AC 4 BR/3 full bth: > Ground floor: 2 BR + 2 bth - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 recliners, leather couch, Jøtul gas stove, Roku TV Wooded yard - gas fire table, grill Ping Pong - (in unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

Charming Antique Cape Cod Cottage
Our cottage is situated in a lovely, landscaped yard with a private deck and back yard for our guests. We have a self check in that allows for privacy. While there is a feeling of privacy, you are close to stores and other conveniences. There are many walking trails nearby and beaches for outdoor activities. Perfect location for getting away or seeking adventure. Be sure to check out our fall and holiday specials. OCTOBER, NOVEMBER AND DECEMBER - BOOK 3 NIGHTS GET FOURTH NIGHT FREE!

Antique Cape Home With Modern Conveniences
The Elisha Howland Saltbox provides your opportunity to experience the unmatched essence of a true 'Olde Cape Cod' home. We offer a restored antique Saltbox with 2 bedrooms and 2 bathrooms. For an additional charge, there is a detached cottage which can accommodate two more guests. PLEASE NOTE: we accept ONLY FULL WEEK RENTALS from mid-June to mid-September, but we welcome shorter or much longer stays during the rest of the year. Our home is a lovely place to spend a winter on Cape Cod.

Romantic getaway suite
GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Ten 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.

Lakefront House/Private Dock/Year Round Hot Tub/AC
Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Cape Cod Cottage by the Bay!
Classic, beautifully crafted, newer cottage by Cape Cod Bay. All amenities. Stainless steel kitchen, Cathedral ceilings, Wide plank wood floors, water view. 2 min walk to one of the best beaches on the Cape! Quiet locale in the historic village of Quivet Neck, within East Dennis. 35 miles to Provincetown. I do not allow pets. I have family members with severe allergies who use the cottage. There is no AC at this cottage. I have 15 windows, 4 fans and an ocean breeze.

Sophisticated, Private Cape Cod living
LOCATION: 3/4 mile off main road (unpaved road). Located on the town line of Brewster and Orleans with less than 5 minutes to Chatham or Harwich by car. Nauset and Skaket beaches are less than 3 miles away. Nickerson state park less than 1 mile away. Cape Cod National seashore is located within 7.2 miles of our property. Shopping on Main Street in Chatham is 15 minutes. Enjoy a nice, tranquil walk, listen to the birds or feast your eyes on the surrounding conservation land.

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.
Popular amenities for Brewster holiday rentals
Stay near Brewster's top sights
Other great holiday rentals in Brewster

Cozy Cape Cabin

Charming Cape Cod Retreat–Walk to Long Pond Beach!

Ocean Edge Resort-Pool Access-Golf View-2 bdr/2bth

Huge Private Beach Fab Bay View

Bayside retreat - Brewster flats

Rare Ocean Edge House - Sleeps 8

Claw Foot Tub & King Bed at Club Tanuki Cottage

Ocean view home on Cape Cod Bay
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 231 | € 229 | € 204 | € 223 | € 252 | € 294 | € 364 | € 361 | € 255 | € 207 | € 214 | € 234 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
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 730 vacation rentals in Pleasant Lake, and over 1,830 vacation rentals in East Harwich.
Are there house rentals with a dedicated workspace in Brewster?
Yes! Work meets play with ease at over 170 house rentals in Brewster featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in cottage rentals in Brewster?
Experience the best of Brewster with our cottage rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly house rentals in Brewster?
Four-legged friends are welcome in Brewster. Choose from more than 120 house rentals for guests traveling with pets.
Do condo rentals in Brewster have self check-in?
Absolutely! We offer over 10 condo rentals with self check-in in Brewster. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Brewster have wifi?
Absolutely! We offer over 290 house rentals with wifi in Brewster. Enjoy a tailored experience with all the comforts you desire.
Are there Brewster townhouse rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 townhouse rentals with pools in Brewster, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Condo Rentals in Brewster?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with a gym, over 10 homes with self check-in, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do cottage rentals in Brewster have a bbq area?
Absolutely! We offer over 20 cottage rentals with a bbq area in Brewster. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Brewster have a gym?
Absolutely! We offer over 10 condo rentals with a gym in Brewster. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Brewster

Total holiday rentals
Explore 450 holiday rentals in Brewster

Nightly prices starting at
Brewster holiday rentals start at € 42 per night before taxes and fees

Verified guest reviews
Over 16,530 verified reviews to help you choose

Family-friendly holiday rentals
360 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 160 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
220 properties have a dedicated workspace

Wifi availability
440 of Brewster holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Brewster rentals

4.9 Average rating
Brewster stays are highly rated by guests – averaging 4.9 out of 5!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- White Horse Beach
- Coast Guard Beach
- Pinehills Golf Club
- Chapin Memorial Beach
- Inman Road Beach
- Nauset Beach
- Lighthouse Beach
- Minot Beach
- Town Neck Beach
- Ellis Landing Beach
- Linnell Landing Beach
- New Silver Beach
- Peggotty
- Nickerson State Park
- Falmouth Beach
- Cape Cod Inflatable Park
- Scusset Beach




