Family-friendly vacation rentals in Fairfield Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Fairfield Beach

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

0 of 0 items showing

1 of 3 pages

Guest favorite

A spacious green lawn is framed by lush foliage, with a large tree providing shade. A simple swing hangs from one of the sturdy branches, inviting relaxation. The surrounding garden features well-maintained plants, creating a serene outdoor space.

Home in Calverton

4.98 out of 5 average rating, 181 reviews

Quiet Canoe Lake Cottage getaway

Peaceful private home on lush green resort like compound with historical outbuildings plus an additional studio apartment available for larger groups.Ideal for couples or a small family looking to explore the North or South forks of Long Islands East End and a short drive to the Hamptons famous beaches, villages and restaurants.A true garden lovers getaway with extensive flowers, vegetable and fruits and even our own apiary providing local raw honey. Near lots of wineries, restaurants and 2 miles from Tanger outlet mall shopping & top 5 rated Splish Splash Water Park. .Adjacent to the Peconic River for canoeing, kayaking, fishing or birding. The quiet winding country roads on either side of the river are a favorite destination for walking/joggers, biking and motorcycle touring. Riverhead town is a great central location and an easy drive to bay and ocean beaches. The area is still very much a rural farming area and a foodies delight with many pick your own fields,farmers markets, farm stands, wineries, horse, buffalo, and goat farms and even a potato vodka distillery and tasting room! We have an awesome Aquarium in town and our newly reopened Suffolk Theater with nightly live music and shows. Riverhead has lots of inexpensive small cafe style eateries for those on a budget.

Top guest favorite

Two colorful sailboats glide across the water, their vibrant sails displaying shades of orange, yellow, and blue. In the background, a green tree line is visible along the shore, suggesting a natural setting.

Home in Milford

4.94 out of 5 average rating, 137 reviews

#2 Milford Beach (across street) Charles Isle 2BR

Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

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”.

Superhost

An inviting dining area features a round table surrounded by black chairs, with a colorful tablecloth adding a touch of warmth. A comfortable rocking chair sits nearby. Light from large windows illuminates the space, which includes a welcome sign and a cabinet showcasing decorative items.

Cottage in Branford

4.86 out of 5 average rating, 222 reviews

Cozy Home In Short Beach Community

A cozy home in a beach community which is in a central location with easy access to many outdoor activities(private beach access) & local restaurants. The location is also 5 minutes from the Branford Train Station, Stony Creek Brewery, Branford's town center. New Haven the home of Yale University, Yale Hospital and other colleges in the New Haven area are a short drive The house is across the street from Farm River. across the street in opposite direction is a short walk to Johnsons beach.

Superhost

A spacious living area features a large sectional sofa adorned with decorative pillows, complementing a dining area with a round table and four chairs. Bright overhead lights illuminate the space, which includes a modern kitchen visible in the background.

Guesthouse in Milford

4.92 out of 5 average rating, 205 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

Superhost

A well-lit bathroom features a dark wood vanity with a sink and ample counter space. A white toilet is positioned next to the door, which is framed by a light beige wall. Natural light from a nearby window illuminates the space.

Home in New Milford

4.88 out of 5 average rating, 188 reviews

Renovated, one level home in an excellent location

Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

Top guest favorite

Cottage in Fairfield

4.97 out of 5 average rating, 119 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

Charming Beach Cottage – Steps from Private Beach! Welcome to our newly renovated seaside retreat—a perfect getaway for families, couples, or anyone looking to relax by the shore. Nestled just steps from a private beach (right across the street!), our charming cottage offers the ideal balance of coastal tranquility and convenient access to town. Whether you enjoy walking, biking, swimming, fishing, kayaking, or simply napping in a shady hammock, this is the place for you.

Guest favorite

The living area features high ceilings with exposed wooden beams and large windows, allowing plenty of natural light. A grand piano is positioned next to a cozy armchair, while bookshelves flanking a stone fireplace are filled with books. A floral arrangement on the coffee table adds a touch of color.

Home in New Fairfield

4.92 out of 5 average rating, 116 reviews

Beautiful Lakefront Retreat with Private Dock

Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

Guest favorite

A modern living area is highlighted by a gray sofa centered on a low coffee table. Two armchairs are placed to one side, while a textured area rug complements the space. Wall art hangs above the sofa, and natural light enters through large windows.

Guesthouse in Jamesport

4.95 out of 5 average rating, 132 reviews

Walk to Beautiful Beach in Heart of Wine Country

Enjoy bright, comfortable and modern home in the heart of North Fork wine and farm country located just a quick walk from a gorgeous Peconic Bay beach with tennis/pickleball courts, volleyball and playground right on the beach. You'll have easy and quick access to the best of the east end: beautiful beaches, boating, fishing, fine and casual dining, vineyards, wineries, breweries, farms and farm stands offering fresh local produce, antique and local shops.

Guest favorite

A welcoming living area features a spacious sectional sofa adorned with accent pillows. A coffee table with a glass top, displaying a small vase of flowers, sits in the center. Light filters in through sliding glass doors, illuminating the wood-like flooring.

Apartment in Carmel-by-the-Sea

4.87 out of 5 average rating, 296 reviews

Private space, with yard

A little bit country with a modern twist, the space provides comfortable sleeping for up to five guests with a queen bed, queen sofa, and an extra twin mattress (if requested). Has many kitchen amenities. You will have a private yard (table, chairs, and grill) plus 5 peaceful acres and short hiking trails to explore. Pet friendly for additional fee.

Superhost

A cozy interior space features a striking red free-standing fireplace that adds warmth. Large glass doors open to a deck with views of the surrounding wooded area. A table and chairs are positioned nearby, enhancing the inviting layout for relaxation and gathering.

Cabin in New Milford

4.83 out of 5 average rating, 133 reviews

A-Frame Cottage off Candlewood Lake

Great vacation home in lake community. Cozy A-frame with 3 bedrooms, 1 bath and large deck. Seasonal views of Candlewood lake. Great place for relaxing. Wooded surroundings provide private setting. Private community beach access to Candlewood Lake. (Seasonal private community beach accessible to renters but groups of more than 5 are prohibited)

Top guest favorite

A row of striped beach chairs is positioned on sandy shores, under blue umbrellas. The calm water reflects the sky and the horizon blends with distant craft, providing a tranquil beach setting.

Guesthouse in Fairfield

4.96 out of 5 average rating, 189 reviews

Southport, CT across from BEACH

Located at Southport beach on Westport Line, this renovated 1 bedroom apartment totally private located above the garage and includes a full kitchen with new appliance and d/w and central air. Bdrm with queen, fine cotton sheets and towels, marble bath open living room w views.

0 of 0 items showing

What guests are saying

Quaint duplex + pvt yard. Walk to town & beach!

4.94 out of 5 average rating, 70 reviews2 months ago

I had an amazing stay at this Airbnb! Henri was incredibly responsive and made sure all of my questions were answered promptly, which made the whole process seamless and stress-free. The home itself was spotless, well-maintained, and had everything we needed for a comfortable stay. It was spacious and thoughtfully stocked with all the essentials, from kitchen items to fresh linens. I felt right at home from the moment I arrived. Highly recommend this place if you're looking for a welcoming, comfortable, and well-equipped spot to stay!

Townhouse in Greenwich

What guests are saying

Beach House in Private Community on LI Sound

5 out of 5 average rating, 51 reviews4 months ago

Bill’s place provided a wonderful location for our family of seven to spend our Thanksgiving holiday. The house was clean, uncluttered, and comfortable in every way. The kitchen had everything we could hope to find for meal preparation. The two sitting rooms provided delightful spots for reading, conversation or catching up on the television news. The upstairs bathroom was especially room and well-appointed. While it was winter when we visited, we could tell that this house would be a truly marvelous spot during the summer months as it had a great back deck and was truly only a hundred yards or so from a beach on the Long Island Sound. While it may not be the first choice of those who are on a tight budget, we recommend this home highly.

Home in Branford

What guests are saying

Cozy Candlewood Isle Cottage

4.81 out of 5 average rating, 77 reviews2 months ago

This was the perfect weekend getaway - the house is cozy and beautiful, the neighborhood was lovely, had incredible views and offered so much to see and do. The fireplace was amazing, great kitchen with everything you need and the host was highly communicative and helpful. I can't wait to return!

Home in New Fairfield

What guests are saying

3 Bed/2 Bath Private Home in Mamaroneck

4.94 out of 5 average rating, 155 reviews2 weeks ago

Wonderful AirBnB with all the comforts of home, exceptionally clean, and nicely decorated and maintained. A little worried about this secret getting out because I want it to be available my next visit! Elizabeth was a pleasure to communicate with and very responsive.

Home in Mamaroneck

What guests are saying

1856 Trading House close to water

5 out of 5 average rating, 33 reviews3 months ago

The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.

Condo in Mount Sinai

What guests are saying

walk to bay, woods cottage

5 out of 5 average rating, 31 reviews6 months ago

We had the most wonderful and peaceful fall weekend at Brooke’s cozy cottage to celebrate our anniversary, and it was truly unforgettable! The cottage itself is beautifully decorated and felt like a warm home away from home. Brooke went above and beyond to make our stay special, leaving us complimentary champagne and wine to kick off our celebration. The location was perfect for enjoying the crisp fall air and stunning foliage, providing the peaceful retreat we were hoping for. We can’t recommend this place enough and will definitely be back for another stay!

Cottage in Hampton Bays

What guests are saying

Zoom Map 5* Town Roxbury! "SentryHill" PoshPadsCT

4.89 out of 5 average rating, 19 reviews5 months ago

Beautiful property and well equipped home in a quiet neighborhood. Great for a relaxing getaway with friends or family. The yard has additional amenities for kids to enjoy outside time. The house has great WiFi but would be helpful to know that cell service is limited.

Home in Roxbury

1 of 12 pages