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

Cozy Apartment with King Bed - Separate Entrance
Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

Chic Artist Loft Cottage
We loved all things SEA…my family built this special Artist Loft Tiny Cottage Retreat. Over the years, family & guests have created beautiful memories here. The Cottage has a large fenced yard, & deck. The inside is an open layout, light and airy. It is very clean and designed with care. The living rm area has a sleeping sofa with a staircase to the loft that has a platform bed and a tiny twin cot. The kitchen is fully equipped & there is a full bath & W/D. 1 mile to Main St/1.5 mi. to Beaches.

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!

Quiet and comfy studio near the Hamptons
*If you have good prior reviews book our place and receive an offer within 24hrs! A well equipped cozy studio only 20 minutes from the Hamptons and 10 minutes away from LIRR train station to go into NYC (free parking at the train station!) This studio has a small kitchenette to warm up meals, a full size fridge, we include some snacks for those late night cravings. A queen size bed, a separate desk and chair to study or work, a couch, smart TV, and a peaceful environment to relax and unwind.

Boho Beach Vibez Retreat! Private entrance
"Experience a different kind of stay with our unique Airbnb, the 'Boho Beach Vibez” This cozy 1-bedroom apartment , that’s approximately 500sqft is situated on the first level of our home with a separate entrance . Located in a prime area of our town, you'll find yourself just minutes away from all the stores, restaurants, highways, and within walking distance of hiking trails, the Carman’s river, and 5 miles from Smith Point beach. NOTE : hosts live on top level .

J&J's BnB Lovely, BR/Bath w/ Private Entrance!
Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Hampton's Haven
5 bedroom, 3.5 bath contemporary ranch style home, with custom shaped heated pool and meticulously maintained 7 seater hot tub. Expansive patio w/outdoor dining for 10 - close to beach, town and more! Our home has comfortable office space with gigabit wifi throughout! Fabulous game room with ping pong, 4 person air hockey, smart tv and board game lounge. Everything you'll need for a memorable gathering of friends or the perfect family vacation!

Studio in Stony Brook
We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

Luxury Hamptons Home with Heated Saltwater Pool
Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

Quaint Cottage on Long Island's South Shore.
The Cottage is a lovely space enclosed in hedges for privacy on a one acre property. I do have 3 dogs, they are kept in a separate gated area on the property. The cottage is located 3 miles from downtown Patchogue which is enjoying a renaissance. There are many restaurants and cultural activities as well as ferry access to Fire Island (Davis Park) in the warmer weather. We are also the "Gateway" to The Hamptons.

Dream Home with a wonderful heated pool in SH
Situated on a half-acre of land, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 4 wonderful bedrooms 3 modern bathrooms and a solar heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

North shore Guest Room.
This apartment is our guest room with outside private entrance and off street parking. Apartment has a refrigerator, microwave, coffee maker, and toaster oven. Queen bed and a twin pullout couch bed is provided. The place is appropriate for a short stay as an affordable alternative to hotel stay.
Popular amenities for Westhampton family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Villa Suite pool•sauna•gym•theater•beach

Private Oasis W/Stunning Vinyard and Pool Views

Walk-To-The-Beach House In The Dunes

The Hilltop Harborview

Chic Hamptons Retreat | Fireplace, Hot Tub, Beach

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Oceanfront Retreat with Hot Tub

1800 Historical EH Home, 1 Mile to Town!
Family- and pet-friendly home rentals

Hamptons Cottage.

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach

Charming Garden Hideaway near downtown Patchogue

Classic Southampton Village Home w/ Pool

La casita J place

Port Jefferson Convenient, Cozy and Chic!

Charming Southampton Light filled Cottage

Walk to Vineyards, Beaches, Farms & Town
Family-friendly home rentals with a pool

East Hampton Village Fringe, Renovated with Pool

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Spectacular Southampton Retreat!

Newly built cottage near the bay and hamptons

Brand new house with an all year round hot tub.

Luxe Westhampton Beach Home w/ Pool & Hot Tub

Modern Southampton Cottage | Heated Pool & Peloton

Stunning Farmhouse in NoFo I Heated Pool, Wineries
When is the best time to visit Westhampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,108 CAD | $935 CAD | $942 CAD | $969 CAD | $1,210 CAD | $1,350 CAD | $1,655 CAD | $1,461 CAD | $1,246 CAD | $1,071 CAD | $904 CAD | $969 CAD |
| 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 vacation rentals that are family-friendly in Westhampton

Total vacation rentals
Explore 180 vacation rentals in Westhampton

Nightly prices starting at
Westhampton vacation rentals start at $235 CAD per night before taxes and fees

Verified guest reviews
Over 2,380 verified reviews to help you choose

Pet-friendly vacation rentals
Find 90 rentals that welcome pets

Vacation rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wifi availability
180 of Westhampton vacation rentals include wifi access

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

4.8 Average rating
Westhampton stays are highly rated by guests—averaging 4.8 out of 5!
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