Family-friendly vacation rentals in Brewster

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Top-rated family-friendly rentals in Brewster

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A rustic dining table is set with woven placemats, surrounded by light blue chairs. A lantern adds a warm touch. Beyond, a bright living area is visible, featuring a couch adorned with blue cushions, alongside large windows that allow ample natural light.

Cottage in Dennis Port

4.92 out of 5 average rating, 237 reviews

Comfortable Cape Cod Coastal Chic Cottage

Open floor plan, central air, renovated & newly furnished. Cozy but spacious home for family vacation or weekend getaway! On quiet, dead end road, cottage has 2 separate living spaces, including large family room w/ lots of windows. Hardwood floors, custom kitchen w/ stainless appliances and granite. Entertaining space inside, deck & large, private backyard. Neighborhood on Swan Pond w/ nice views & breezes on hot days. Linens, towels, beach towels, washer/dryer, central air, cable, wi-fi, etc.!

Top guest favorite

The living area features a light-colored sofa complemented by two armchairs, arranged around a patterned rug. A piece of artwork depicting sailboats adorns the wall, while natural light enters through two windows, enhancing the inviting ambiance.

Home in Brewster

4.99 out of 5 average rating, 112 reviews

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!

Superhost

An outdoor seating area features a stone fire pit surrounded by five Adirondack chairs in various colors. The spacious yard is partially shaded, with a picnic table and grill visible in the background, leading to the home's exterior with large windows.

Home in Brewster

4.86 out of 5 average rating, 126 reviews

Sun filled single level retreat, outdoor shower

Wonderful 3 Bed, 2 full bath single floor home. Bedrooms on two separate wings. Fully stocked kitchen with center island and breakfast bar. Large living room, vaulted ceiling exposed beams, floor to ceiling windows overlooking private backyard. Central A/C, wifi, smart TVs, washer/dryer, outdoor seating/eating, fire-pit, outdoor shower. Very close to Cape Cod Rail bike path, restaurants, Beaches, Nickerson State Park, golfing, shopping. Dog allowed by request; $30 per night or $150 per week.

Top guest favorite

A charming single-story home is presented with light grey shingles and dark blue shutters. A paved pathway leads to the front door, framed by manicured green lawns and landscaped flower beds. Trees and shrubs add to the serene outdoor environment.

Cottage in Harwich Port

4.95 out of 5 average rating, 359 reviews

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

Guest favorite

The exterior of a charming Cape house is visible, featuring a light-colored shingle facade and a distinct triangular roof. A welcoming porch adorned with white latticework provides seating. The setting is enhanced by a clear blue sky, with nearby trees offering a touch of greenery.

Home in Hyannis

4.9 out of 5 average rating, 466 reviews

Beach House, Harbor View and Family Friendly.

Our house is a stones throw from the beach. The harbor, Hyannis, downtown, cafes, restaurants, anywhere from 5 star dining to family-friendly dining are all in walking distance. Several family friendly activities are very close. You’ll love our place because of the walk to the family friendly beach, the ambiance, the ocean view and the neighborhood feel. Our place is good for couples, solo adventurers, business travelers, fishermen, families (with kids) and large groups.

Top guest favorite

The cottage exterior features a charming white facade with several windows illuminated in warm light. A welcoming front porch is adorned with potted plants, and an American flag is displayed. The surrounding lawn is well-maintained, enhancing the inviting atmosphere.

Cottage in Hyannis

4.99 out of 5 average rating, 146 reviews

Beach Glass Cottage - Pond Front

Come stay at the Beach Glass Cottage! A pristine pond front, completely renovated and tastefully decorated, 3 bedroom, 2 bathroom cottage in the heart of Hyannis. Truly the perfect get-a-way for family and friends. The Beach Glass Cottage is tucked away from the action, but within walking distance to Main Street Hyannis, which features eclectic shops, restaurants, bars, ice cream with mini golf and the Cape Cod Melody Tent is a short walk from the cottage as well.

Guest favorite

The open living area features a comfortable seating arrangement with a sofa and armchairs, arranged around a coffee table. A large TV is mounted on the wall, while natural light fills the space through windows with light curtains. The kitchen area is visible in the background.

Cottage in Hyannis Port

4.92 out of 5 average rating, 119 reviews

Beautifully Updated, Classic Cape in Hyannisport

NEWLY RENOVATED KITCHEN & LIVING ROOM Within 1/2 mile to the beach, historic Hyannisport, downtown Hyannis Main Street, restaurants, Melody Tent and nightlife. -New mattresses on beds. Private setting. Very quiet neighborhood. Includes Beach Parking Pass -($25 daily) for all Barnstable Beaches. Great for families & groups over the age of 25. * Sheets, towels, beach chairs, and much, much more * No parties, excessive noise , pets, or smoking permitted.

Top guest favorite

The exterior of a charming two-story cottage is visible, featuring light grey shingles and blue-striped awnings. A well-maintained lawn with colorful flowers and greenery surrounds the house, while a gravel path leads to the entrance. Sunlight casts a warm glow over the scene.

Cottage in Yarmouth

4.94 out of 5 average rating, 109 reviews

Cape Cod charmer 5 minute walk to Ocean beaches

Your oasis to relax, quite street, private back yard with large deck, gas grill, outdoor shower, breezeway and front deck. About a 5 minute walk to two ocean beaches on Nantucket Sound. Enjoy your morning coffee on a park bench as the sun rises over the ocean. Walking distance via sidewalk to beaches, seafood restaurant, Bass River beach pier and Joshua Baker windmill. Saturday to Saturday weekly rentals from late June to early Sept.

Top guest favorite

The cottage exterior features a shingle facade with flower boxes adorned with colorful blooms. Two large windows provide natural light, while a wooden step leads to the entrance. The surrounding yard is well-kept, with green grass and vibrant hydrangeas adding to the inviting atmosphere.

Cottage in West Yarmouth

4.84 out of 5 average rating, 237 reviews

Charming Cottage near Beach and Ferry.

2022 renovation (floors, bathroom, cabinets) The cottage is only 150 yards from a sandy residential beach. Good for couples, families (with kids), and furry friends (pets). Enjoy a great outdoor shower, grill and deck, wifi, central AC/heat, cable TV, linens, washer/dryer. Additional Beach gear. No host interaction required. Great place to work remotely. Private yard and picnic table with lots of takeout options nearby.

Superhost

A single-story coastal home is shown, featuring a light blue exterior complemented by a gray roof and a brick chimney. Large windows allow natural light to fill the space. A well-maintained front yard includes shrubs and a stone walkway leading to the front door.

Home in Dennis Port

4.8 out of 5 average rating, 56 reviews

Walk to Sea St. beach & restaurants - Cape Cod 👙⛱

Relax and unwind in this updated 4-bedroom, 2-bath coastal home in the heart of Dennisport. With space for 10 people, beachy decor, and plenty of outdoor space—including a brick patio with built-in firepit, and outdoor shower—it’s perfect for families and groups. Walk to multiple beaches, Ocean House Restaurant, and Sunday School Ice Cream. New England charm and modern comfort, all in one!

Guest favorite

The image captures a vibrant sunset over calm waters, with hues of orange, pink, and blue reflected on the surface. A small boat is gently anchored in the foreground, creating a serene atmosphere as the day transitions into night.

Home in Mashpee

4.96 out of 5 average rating, 185 reviews

Gorgeous sunsets! Private family beach - Cape Cod!

Saturday to Saturday weekly rental during summer months. Wrap around deck, beach and waterfront. Open layout. Perfect for families & Couples with a family beach . Stunning sunsets, very private and close to Mashpee commons, Falmouth and New Seabury all 10 minutes away. We are happy to have you for stays longer than 7 days! Just send us a note!

Top guest favorite

A charming entrance is framed by an archway adorned with climbing roses. Flowering plants in vibrant pink and white line the pathway, while the white cottage features black shutters and a welcoming front door. A picket fence completes the inviting outdoor space.

Guest suite in Sandwich

4.99 out of 5 average rating, 243 reviews

Liberty Street Guest Suite

Footsteps away from Sandwich Boardwalk , mini golf, Belfry Inn, Daniel Webster Inn, enchanting shops and eateries.. You’ll love this place because of the coziness, the light, the neighborhood, the kitchen, the comfy beds and the private deck. This guest suite is best for couples over 25, solo adventurers, and small families as it only sleeps four.