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

Water Front Pond House - 3 acre Cape Cod Sanctuary
Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Perfect Cape Cod vacation home
SUPER LOCATION for biking & hiking! Quiet neighborhood with direct access to 31 mile Cape Cod Rail Trail, 1900 acre Nickerson State Park and local clam shack / ice cream shop. Easy walking / biking access to Linnell & Crosby Landing Cape Cod Bay beaches and Flax & Cliff Pond fresh water beaches. Easy drive to towns of Orleans, Chatham, Harwich & Dennis. Whether it's a quiet walk, an exhilarating bike ride, salt or fresh water beaches, or a comfortable place to relax, this house has it all!

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!

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck
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 (+ bidets) - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 leather recliners & couch, Gas stove, 65” OLED TV Wooded yard - gas fire table, grill Ping Pong - (unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

Songbird Studio- Secluded but close to everything!
Bright, sunny, secluded, green 600 sqft studio apartment at rear of Antique home in the heart of Brewster, Northside of Rt 6A. Private entrance. Private backyard with lawn & gardens. Small private deck, gas grill. Bird and small animal life abounds outside. Tons of stars at night.. salt air on the wind. Walking distance to coffee shop, convenience store, multiple restaurants, Bike Trail. Short car ride to bay beaches, easy drive to Ocean beaches. Gas "woodstove" for heat, AC for cooling.

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.

Cape Cod Farmhouse: Walk to the Beach in Brewster!
Defined by understated furnishings throughout, The Brewster Farmhouse is a serene beach retreat, right across the street from Ocean Edge Resort and a 10 minute walk to Ellis Landing Beach. Total of 3 bedrooms and 4 full bathrooms, with central AC and heating. All bedrooms have queen-sized beds, and their own private, en-suite bathrooms. Right next door to cute antique shops, art galleries, and boutique farms. Close walk or drive to all of the best restaurants and cafes in Brewster!

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.

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. TWO KING beds, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC units and heat throughout the entire unit. Wifi and THREE smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Daffodil Cottages #45
Charming cottage tucked away on a quiet lane yet a short walk to shops, restaurants and the beach. Great for one couple or single. Very comfortable and fully equipped with bedroom, full bath, living room and kitchen. There is a sleep sofa in the living room for one or two small children. Discover the historic village of Brewster with sea captain's homes, quaint shops, excellent restaurants and miles of beautiful bay beaches.

Privacy with Cape Cod charm
This lovely, private one bedroom apartment is located above the unused garage on the grounds of our classic half cape house, just a 3 minute walk to our private beach on the bay. It sleeps 2 with a double bed and has a full kitchen and bathroom, along with an outdoor shower, grill, fire pit and picnic table located in private yard. Linens will be provided. Coffee maker and coffee will be waiting for you...
Popular amenities for Brewster vacation rentals
Stay near Brewster's top sights
Brewster house rentals

Brewster Cape House

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Cute Cottage Living by the Sea!

Stunning Waterfront with Serene Sunrise Views!

Brewster Bay Getaway; walk to private & pub. beach

Newly remodeled cottage with path to beach

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

Funky, Woodsy House near Nickerson - Dog Friendly!
Brewster beach vacation rentals

#25 Seasonal Cottage is 200 feet from the Beach

Bold Oceanfront Cottage w/Pvt Beach ~ Lil Sea Sass

Private Beach-Barnstable Harbor Beachside Cottage

2BR Directly on Pleasant Beach – 30 Steps to Ocean

Hideout at Water's Edge, 131 North Shore Blvd, #4

SerenityViews | Waterfront | Kayaks SUP | King Bed

WOW LAKE VIEW! Waterfront with Beach, King Bed

Salt Eire | Oceanfront Beach Home
Beach house rentals in Brewster

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

Beachfront Beauty

3-min walk to BEACH! Private luxury Backyard!

Sandy beach cottage on Wellfleet Bay

Beachside National Seashore Home with A/C

Huge Private Beach Fab Bay View

Cape Escape - Steps to Beach & Pelham House

Cozy Cape Stay! bike path, beaches, water view!
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R4,606 ZAR | R4,524 ZAR | R4,277 ZAR | R4,310 ZAR | R4,886 ZAR | R5,692 ZAR | R7,058 ZAR | R6,992 ZAR | R4,935 ZAR | R4,475 ZAR | R4,113 ZAR | R4,393 ZAR |
| 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 200 vacation rentals in East Brewster, over 750 vacation rentals in Pleasant Lake, and over 1,860 vacation rentals in East Harwich.
Are there vacation rentals with a dedicated workspace in Brewster?
Yes! Work meets play with ease at over 230 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 160 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.
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 self check-in?
Absolutely! We offer over 80 house rentals with self check-in in Brewster. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Brewster have a bbq area?
Absolutely! We offer over 150 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 20 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 280 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 80 homes with self check-in, over 150 homes with a bbq area, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Brewster

Total vacation rentals
Explore 470 vacation rentals in Brewster

Nightly prices starting at
Brewster vacation rentals start at R987 ZAR per night before taxes and fees

Verified guest reviews
Over 16,110 verified reviews to help you choose

Family-friendly vacation rentals
380 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 160 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
460 of Brewster vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Beachfront, and Gym 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
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Sandy Neck Beach
- Coast Guard Beach
- Pinehills Golf Club
- New Silver Beach
- Nauset Beach
- Falmouth Heights Beach
- Saquish Beach
- Lighthouse Beach
- Nickerson State Park
- Skaket Beach
- Cahoon Hollow Beach
- Cape Cod Inflatable Park
- Race Point Beach
- Cape Cod Canal
- Sea Gull Beach
- Town Neck Beach
- Sandwich Glass Museum
- Marconi Beach





