
Family-friendly holiday rentals in Southampton
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Southampton
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Modern Southampton Cottage | Heated Pool & Peloton
Modern Hamptons cottage with mid-century modern interior, our 3 bedroom/ 2 bathroom cottage is set on manicured grounds and perfectly equipped for your stay. Heated gunite pool (summer months only) with retractable cover, Peloton bike and Central Air throughout. Newly renovated kitchen with high end appliances, large outdoor deck perfect for entertaining with new Weber grill. Private driveway accommodates 4 cars. 4 adult bicycles. 8 min ride to Southampton village. 15 min to Coopers Beach.

Hamptons Oceanfront Oasis
Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

A-Frame cabin with private beach & epic sunsets
Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

Beach House Feel - Newly renovated Backyard Oasis
You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

Breezy Waterfront Home With private Dock
This charming waterfront home is the ideal getaway for the active family with the Hamptons' largest natural 'saline pool' (the Peconic Bay) just footsteps away. This home easily sleeps 7 - with 3 bedrooms and 3 separate kids' sleeping cabins. You can jump on our standup paddle board right off our private dock, jog along wide stretches of pebble beach, have a swim race to our floating swim platform or simply relax in the hammock. 2 bathrooms indoors and 1 private outdoor shower,

Charming Southampton Light filled Cottage
Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

Stunning 3 bed 2 bath home W Pool
Nestled on a serene an acre off a tranquil lane, this contemporary, designer-updated residence provides an idyllic Hamptons retreat. With 3 delightful bedrooms, 2 sleek bathrooms, and a seasonal heated pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. We maintain a strict policy against events, parties, and smoking. our home and property grouds are smoke-free.
Tiny Home in Prime Spot in Southampton Village
Price drop! Located in the heart of Southampton Village, this intimate cottage is the perfect getaway! Nestled in an accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station or to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet.

Modern Farmhouse Steps to Beach & Love Lane
Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

Winter Getaway 2 miles from Ocean Beaches
Entire House! Large fenced in yard, great for pets. Two bedrooms, one song ride away from Ponquogue Beach. Have the beach to yourself for walks and exercise! Perfect place to get away and Unwind. The house is located on a quiet residential street close to the hamlet of Hampton Bays. Enjoy the patio and fire pit (use non-windy days) on 1/4 acre property. Still plenty to do here, we are 20 minutes from Wine Country and Tanger Outlets.

Private Cozy Cottage with Pool / Private Beach
**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway

Elegant Modern Artist's Residence
This simple and serene home is set against a farm preserve, exposed to beautiful light and views and biking distance to the beach. Very relaxing - a terrific, creative space for a couple or small group. A large vegetable garden is maintained on the property and is available for guests to harvest as they like. Fresh salad greens, herbs, vegetables for you to enjoy!
Popular amenities for Southampton family-friendly rentals
Family-friendly home rentals with a hot tub

Private Oasis W/Stunning Vinyard and Pool Views

Walk-To-The-Beach House In The Dunes

Brand new house with an all year round hot tub.

East Hampton Oasis - Pool and Hot Tub

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

1800 Historical EH Home, 1 Mile to Town!

Calf Creek Cottage (Water Mill/Bridgehampton)

East Hampton (walking distance to village)
Family- and pet-friendly home rentals

East Hampton Village Fringe, Renovated with Pool

Private & Pristine with Pool and Kid’s Playard

Beautiful Airy Barn in Springs

The Hamptons Surf Cottage!

Southampton Beachy-Zen Cottage- walk to beach!

Southampton apt walk to village

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

Renovated Southampton Home+Pool
Family-friendly home rentals with a pool

Southampton Home 5Min From Beach

Peaceful Retreat in Immaculate Architect’s House

Ocean View Studio with King Bed

The Quail’s Nest

Relax Villa ,Hot tub /New pool,7min from the beach

Stunning Farmhouse in NoFo I Heated Pool, Wineries

Hampton Bays village summer home!

Recharge at our Renovated ocean front unit
When is the best time to visit Southampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £493 | £433 | £493 | £493 | £633 | £725 | £916 | £1,007 | £693 | £499 | £539 | £557 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 15°C | 21°C | 24°C | 23°C | 19°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals that are family-friendly in Southampton

Total holiday rentals
Explore 420 holiday rentals in Southampton

Nightly prices starting at
Southampton holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 6,340 verified reviews to help you choose

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Holiday rentals with a pool
340 properties feature pools

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
410 of Southampton holiday rentals include wifi access

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

4.9 Average rating
Southampton stays are highly rated by guests – averaging 4.9 out of 5!
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- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Cooper's Beach, Southampton
- Southampton Beach
- Robert Moses State Park Beach
- Ocean Beach Park
- Mohegan Sun
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Long Island Aquarium
- Mystic Seaport Museum
- Yale University Art Gallery
- Burlingame State Park
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- Dunewood
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- Meschutt Beach
- East Hampton Main Beach
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- Wesleyan University




