
Family-friendly holiday rentals in Brewster
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Brewster

Total holiday rentals
Explore 420 holiday rentals in Brewster

Nightly prices starting at
Brewster holiday rentals start at $169 NZD per night before taxes and fees

Verified guest reviews
Over 10,600 verified reviews to help you choose

Pet-friendly accommodation
Find 150 rentals that welcome pets

Holiday rentals with a pool
50 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
410 of Brewster holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Brewster rentals

4.9 Average rating
Brewster stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Brewster
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Rare Ocean Edge House - Sleeps 8
Brand new listing at Ocean Edge in The Villages! Recently purchased and renovated, this standalone home is located at the end of a lovely cul-de-sac with backyard patio, resort amenities and direct access to the Cape Cod Rail Trail. Home includes fully equipped kitchen, two bedrooms, two full baths, living room, dining area, and large loft that sleeps four. Homeowners are golf-members at Ocean Edge, so renters may get sponsored guest passes to access the resort amenities for a small add-on fee.
FamilyIndoor spacesWalkability

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.
FamilyIndoor spacesDecor

Sheep Pond Get-Away
The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !
KitchenIndoor spacesBathroom

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.
FamilyKitchenCleanliness

Brand new, on a secret pond
Welcome to our chic guest house. This brand-new retreat includes a bedroom with king bed, a living room with a sofa bed, smart TV, sleek breakfast bar, and a contemporary bathroom with rainshower and a heated towel rail. Steps away the beach invites you to relax by the water of a semi-private pond next to the rail trail. Welcome to a retreat that strikes the perfect balance between contemporary luxury and the tranquility of nature – for those who appreciate the finer things in life.
FamilyIndoor spacesComfort

Nehemiahs Nest: Healing Cape Cod Pond View Cottage
18+ Lovely waterfront tranquil getaway. All nearby houses hidden! This gem of a spot has been curated to soothe the soul! The cottage is sitting on Bakers Pond with an unobstructed view surrounded by conservation land *The driveway abuts a road* Wildlife can be observed. Swim or fish in this very clean kettle pond! The edges of the pond require water shoes for comfort as this is a natural body of water with no man-made beach/interference of nature. Kayaks, and life jackets available
Indoor spacesKitchenParks

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.
Indoor spacesFamilyLocation

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!
FamilyKitchenParking

Shop, Swim, Hike, Bike in Historic Brewster
Sunny, air-conditioned, single-floor cottage on 3/4 private wooded acre — a rare combination of seclusion and location on Cape Cod. Breakwater Beach and Sheeps Pond are each 1.3 miles away: ocean one day, calm freshwater the next. The Cape Cod Rail Trail is a one-minute bike ride; Brewster Store and the Scoop are a half-mile stroll. Gather around the fire pit, rinse at the outdoor shower, and sleep well on newer mattresses. Beach chairs and toys included. Ample parking.
Indoor spacesKitchenCondition

Oceanfront condo on Brewster Flats
Escape to this rare beachfront retreat where the ocean is your front yard. Unlike inland rentals, this studio condo offers direct beach access and the calming sound of waves to lull you to sleep. No driving, no packing—just step outside and you're there. Enjoy coffee on the deck, spend the day swimming or sunbathing just steps away, and watch the sunset over the water—all without leaving home. It’s the kind of coastal escape inland properties simply can’t match.
Indoor spacesFamilyCleanliness

The Getaweigh: Walk to private beach & town!
Our newly renovated beach cottage is in the Pineland Park private community and is a short 5 minute walk to a beautiful private community beach available to you! The cottage features a spacious open concept living area with sky lights and a brand new kitchen, bathroom, living space and central air. Outdoors space has an oversized deck, grill and shower. Walk to locally owned bookstore, restaurants and Cape Cod Rail Trail. Sheets and towels are not provided.
FamilyKitchenDecor

4BR/3B | Walk2Pond | Screened Porch | FireTbl | AC
Relax at this spacious mid-Cape retreat on a quiet private road, just a 5-minute walk to a private swimming beach and pond. Canoe included! Sleeps 8 with 4 bedrooms (2 on the main level, 2 upstairs) and 3 full baths with bidets. Enjoy central A/C, hardwood floors, a screened porch, 65" OLED TV, gas stove, gas fire table and grill, ping pong, and wooded yard. Convenient main-level washer/dryer. Near the Cape Cod Rail Trail, beaches, golf, tennis, boating.
Indoor spacesFamilyValue
Popular amenities for Brewster family-friendly rentals
Family-friendly home rentals with a hot tub

Slate House - a modern waterfront getaway
KitchenIndoor spacesValue

Violet’s Place- king bed- pet friendly- hot tub!
Indoor spacesFamilyBeach

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

Great Chatham Location w/ Hot Tub, Near Beach!
FamilyKitchenDecor

Local Beach+ Fireplace + Hot Tub Under the *Stars*
KitchenIndoor spacesShared spaces

Awesome Cottage near Beach, Backyard Bar & Hot Tub
FamilyKitchenSleep quality

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock
Indoor spacesKitchenTV

Ocean Edge Resort-Pool Access-CentralAC-2 bdr/2bth
FamilyKitchenLocation
Family- and pet-friendly home rentals

Brewster Hideaway
Indoor spacesFamilyBiking

Fabulous Waterfront with Spectacular Sunset Views!
FamilyIndoor spacesWalkability

10 min walk to Beach - Amazing View & Huge Deck
KitchenIndoor spacesCheck-in

Charming Cape Near Beaches + Dog Friendly
KitchenFamilyHeating

Spacious cottage beach Wychmere < 4 min Central AC
Indoor spacesKitchenBathroom

Abundant Blessings Cottage – Wellfleet
Indoor spacesFamilyCleanliness

Pet Friendly - Walk to Downtown Dennis Port!
Indoor spacesFamilyAccess

Cape Hideaway
KitchenFamilyAccuracy
Family-friendly home rentals with a pool

"Cape Escape" luxury home w/pool & beach access.
Indoor spacesKitchenAccess

Resort Pools & Golf Views · Walk to Bay Beaches
FamilyIndoor spacesCleanliness

Modern Cape, Private Heated Pool, Beach, Golf
Indoor spacesKitchenNearby

Ocean Edge Townhouse/Pool Access
FamilyIndoor spacesPets

Seaview Summit | Ocean Views, Indoor Pool, Beach
FamilyKitchenCleanliness

Ocean Edge Resort/Pool access/2bedroom-2bath Condo
Indoor spacesFamilyGetting around

Private Pool, near beaches, 3 BR/3 BA, Central Air
KitchenFamilyCheck-in

Bright Cape Condo in Ocean Edge
FamilyIndoor spacesHospitality
When is the best time to visit Brewster?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $593 NZD | $593 NZD | $533 NZD | $533 NZD | $576 NZD | $691 NZD | $838 NZD | $838 NZD | $569 NZD | $525 NZD | $500 NZD | $500 NZD |
| 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 |
Destinations to explore
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Saquish Beach
- New Silver Beach
- Nauset Beach
- Skaket Beach
- Pinehills Golf Club
- Falmouth Heights Beach
- Cape Cod Canal
- Race Point Beach
- Popponesset Peninsula
- Coast Guard Beach
- Inkwell Beach
- Cape Cod Inflatable Park
- Nickerson State Park
- Cahoon Hollow Beach
- Sea Gull Beach
- Marconi Beach





