Family-friendly vacation rentals in Preston

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Preston

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

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Guest favorite

The sunroom features a light pink wall and a high ceiling with exposed beams. A comfortable wicker sofa with decorative throw pillows accompanies two matching chairs. A patterned area rug covers the floor, while a small table sits in the center. Soft light filters through sheer curtains.

Cottage in Guilford

4.93 out of 5 average rating, 267 reviews

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

Guest favorite

A welcoming display includes two wine glasses beside a bottle of wine on a granite countertop. A wicker basket holds assorted snacks, while a blue candle and a bouquet of white tulips add a touch of elegance. An information guide is also visible.

Villa in Norwich

4.89 out of 5 average rating, 399 reviews

Peaceful Spa Escape minutes to Mohegan Sun Casino

CLEAN-COZY-SAFE-PRIVATE-SPA-WOOD BURNING FIREPLACE Just 3 minutes from Mohegan Sun Casino! This 1 bedroom unit is perfect for solo explorers, couples, girls getaways, or small families looking to experience the excitement of the Casino, while also getting away from it all. Amenities include; 2 seasonal outdoor saltwater pools, jacuzzi, cardio room, and sauna! Beautiful shared grounds w/ The Spa at Norwich Inn and The Norwich Golf Course. Laundry facility onsite. Plenty of free parking!

Guest favorite

A large, fenced-in backyard features a wooden playground with a slide and climbing structure, surrounded by lush greenery. Soft grass covers the ground, creating a safe play area for children. Mature trees provide natural shade in this private outdoor space.

Home in East Hampton

4.93 out of 5 average rating, 109 reviews

Private & Pristine with Pool and Kid’s Playard

INSTANT BOOK/ dates are current. Private and Pristine 3 bed / 2 bath home in the heart of East Hampton set on 1.3 acres. Home features a chef's kitchen, in-ground gated pool, and pure privacy and relaxation. Close proximity to East Hampton Village (5 mins) and East Hampton, Amangansett and Bay Beaches (7mins), Montauk (20 mins), Sag Harbor (15 mins). Kids adore the huge playground! Entire property fenced-in to ensure the safety of kids! Heated Pool open: Memorial Day - Sept 30.

Top guest favorite

The exterior of a two-story house is featured, showcasing a light tan façade with white trim. A covered front porch is adorned with multiple seating areas, surrounded by well-kept landscaping and tall trees. The clear blue sky adds a serene backdrop, enhancing the home's welcoming appearance.

Home in Stonington

4.97 out of 5 average rating, 188 reviews

Relax or roam from our private spacious home

Bright and sunny newly renovated second and third floor of house built in late 1800s. Three blocks from Mystic Seaport, a short walk to downtown Mystic. Off street parking on the side of the house. House has plenty of space with two bedrooms plus a bonus room with a queen size futon. I Homey and comfortable to make you feel you can put your feet up and relax. User friendly. First floor is used as an office only on weekdays. Only 1/2 mile from Mystic Amtrak station, an easy walk.

Superhost

Home in Stonington

4.87 out of 5 average rating, 113 reviews

Waterfront Cottage with Dock

Arts and Crafts cottage on an ocean cove in Stonington with dock and close to the beaches. On same cove as Saltwater Farm Vineyard and nearby to Mystic Aquarium and Seaport, great restaurants, and Foxwoods and Mohegan Sun resorts. You’ll love the backyard and dock. I offer complimentary canoe, kayak and paddle board use so you can enjoy the water. Bring your own boat or rent one for 50% off at Stonington Marina. My place is good for couples, families with kids, and pets.

Guest favorite

The entryway features a welcoming wooden door with a glass panel, flanked by a decorative stained glass window. A dark wooden bench provides seating, alongside light-colored walls and original hardwood flooring. Recessed lighting illuminates the space, accentuated by a beam overhead.

Home in Stonington

4.98 out of 5 average rating, 169 reviews

Historic charm & modern luxury in downtown Mystic

We are long-time AirBNB guests who have tried to create the home we are always looking to book -- family friendly with modern amenities. Open floor plan on the main level, new heat and air con throughout the house, three bedrooms and family bathroom on the second floor. Art supplies, toys and children's books all ready for you as well as a pack n play and booster seat. Backyard oasis with pergola, walking distance to drawbridge. Pets considered on a case by case basis.

Top guest favorite

The entryway features a light-colored door with a glass panel, allowing natural light to enter. A decorative compass wall sign reading 'Aqua Vista Greenport' is displayed nearby, adding a nautical touch to the welcoming atmosphere.

Home in North Fork

4.98 out of 5 average rating, 214 reviews

Aqua Vista

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Guest favorite

The front exterior of the home is framed by lush greenery and a flower-lined pathway made of stone. Two trees add natural shade, while a charming yellow door welcomes guests. A fenced yard and gravel accents enhance the inviting entrance.

Home in North Fork

4.94 out of 5 average rating, 108 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

Superhost

Home in New London

4.86 out of 5 average rating, 139 reviews

Waterview Cove 2 @ Ocean Beach: 5 Queen

Open Availability: Starting Fri May 9, 2025 + ALL SUMMER '25 INSTANT BOOK NOW Amazing Water View - Alewife Cove Two Block Walk to Atlantic - Ocean Beach Park Outdoor Deck w/ Seating available (2nd week May - until Nov 6th) Fully Fenced Yard - Great for Pets *certain holidays/summer excluded in booking min *discounts apply to nightly rate only *we can not combine multiple discounts, yet highest % applies *if available, also apply 10% non-refundable booking option

Guest favorite

The open kitchen area features a light color palette with horizontal stripes on the walls. A doorway leads to a garden, inviting natural light. A natural fiber rug lines the floor, and a comfortable seating arrangement is visible to the left.

Guest suite in Montauk

4.94 out of 5 average rating, 124 reviews

Cozy guesthouse in an English style Tudor house

Light and airy, lots of blue and white (think Ralph Lauren) cozy and country feeling cottage in an English tudor house. The perfect place for a relaxing stay in Montauk. Reminiscent of an English county cottage with all its charm and imperfections. Its the perfect spot for a BBQ and relaxing outside with the sounds of birds chirping and the leaves rustling. 20 min walk to town, 25 min walk to the beach. I hope you'll enjoy your stay :)

Top guest favorite

A charming white house with blue shutters and a bright blue door is set against a clear sky. Lush green grass surrounds the home, with vibrant pink azaleas and well-maintained hedges adding color to the inviting exterior.

Home in mystic

4.98 out of 5 average rating, 183 reviews

Charming Downtown Mystic Historic House

Enjoy Mystic in historic John Denison house. We are close to all Mystic has to offer. Great views, location, and impeccable cleanliness. Perfect for couples, solo adventurers, business travelers, and families. Guests required age 25 or older verified by Gov ID to book. Declared pet fee $150. Undeclared pets incur an automatic $500 charge. Please note: narrow stairs to the 2nd floor.

Guest favorite

A cozy living area is highlighted by a large window seat surrounded by bookshelves filled with books. Comfortable seating options include a plush red armchair and a spacious brown sofa, complemented by natural light streaming through multiple windows.

Cottage in Mystic

4.9 out of 5 average rating, 247 reviews

Cottage in downtown Mystic

Cozy 3 bedroom, 1.5 bath cottage in the heart of downtown Mystic. Walk to shops and dining, parks, the Mystic River and the Mystic Seaport. Aquarium and beaches nearby. Indoor areas light and airy. Plenty of outdoor space to enjoy with a deck, porch, and patio with a fire pit. Access to 2 kayaks.