
Holiday rentals in Bridgehampton
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Top-rated holiday rentals in Bridgehampton
Guests agree: these stays are highly rated for location, cleanliness and more.

Cheerful 3 bedrm-4 beds-3 bath -beach home w pool
Heart of the Hamptons is situated this bright, beach house 5 min from the ocean, BH/Sag Harbor town, & Wolfer vineyards. 2 master suites w/ ensuite bathrooms and an additional guest room with adjacent bathroom that comfortably sleeps 6 -1 King, 1 queen, 2 twin. Open kitchen that adjoins the dining area and the double height living room w/ fireplace. Sparkling heated (add charge) pool (MD-mid Sept) and palatial lawns with room to roam. Keep it simple at this peaceful and centrally located getaway

Hamptons Elegant and Comfortable Apartment
Enjoy your stay in this beautifully decorated and completely private basement apartment - with all original artwork- in the center of the Hamptons with the added convenience of being close to major towns and beaches. Large bedroom with comfortable king sized bed and high quality mattress and linen. Large-screen smart TV with many channels. Closet space, well equipped kitchenette, bathroom with glass-enclosed shower. Seating area for 4 and second large-screen smart-TV with comfy oversized couch.

Amazing Home close to Everything -
Elegantly designed home featuring modern appliances, a seasonal heated pool, and situated just moments away from ocean beaches, Wolffer Vineyard, and the vibrant Bridgehampton/Sag Harbor villages. Set within meticulously curated landscaping, this property embodies perfection and meticulous attention to detail. Familiarize yourself with our disclosures, guidelines, and house rules. We maintain a strict no events, no parties, and no smoking policy — our home and property grounds are smoke-free.

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!

Sag Harbor 3 bedrooms with Pool
Tucked away at the end of a private 120-yard gravel driveway, this charming home welcomes you with three bedrooms and two bathrooms, including a serene en-suite. The sunlit high ceilings living room, creates an airy and inviting space to relax or entertain. Step outside to your own private oasis, where a sparkling pool awaits. Surrounded by lush greenery and tranquil landscapes, this retreat offers the perfect blend of seclusion and comfort—an ideal place to unwind and reconnect with nature.

Updated apartment in historic village home
Quiet updated apartment close to Main St, boats and beaches. This second floor apartment has a private entrance and allows use of the front yard. Our home was built in 1880 but has just been renovated for a modern beach bungalow feel. The location is the perfect balance of a quiet neighborhood and close proximity to Marine Park, shops, restaurants, the Hampton Jitney and nightlife. The center of main street is less than a quarter mile from the apartment (4 minutes on foot). Walk to all!

Steps to the Beach - Designer Cove House Cottage
All new modern interior and exterior furnishings by luxury interior designer. Enjoy fabulous water views on the expansive mahogany deck from this sweet beach cottage that was completely renovated and is a short walk to beautiful Long Beach and just a couple of miles to Sag Harbor's Main St. The home features an open floor plan, cozy gas fireplace, an updated kitchen with stainless appliances and Viking range. Three bedrooms (one with a private office) and an outdoor shower.

Artists Sag Harbor Village Retreat
This light and spacious Sag Harbor Village studio apartment is a 10 minute walk from historic Main St. 5 minutes to Village beach. French doors open onto outdoor sitting area. Fully self contained and private. Main Street is lively and all restaurants are open. Central heat with it’s own thermostat controls & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking in driveway close to entrance. Not suitable for infants or children.

PRIVATE BASEMENT APARTMENT WITH POOL IN SAG HARBOR
Beautiful basement apartment partially in-ground, with many windows and private entrance is located in Sag Harbor , 3 minutes from village and Heavens Bech by car or 15 minutes walking distance . The apartment has king size bed and comfortable sofa in the living room . In the kitchen you can find coffe maker , toaster , microwave, dishwasher, small fridge , hot plate for light cooking . Tv , WiFi , Airconditoining , access to pool from May till end of the September .

Exclusive Sag Harbor Compound
A private country compound in heart of Sag Harbor. House just gut renovated with all top of line (all Wolf and Subzero appliances). The main house is 3 bedrooms, 3.5 bath main house PLUS separate large guest cottage (with a King bed, bar fridge, and full bathroom). Gunite pool (i.e., salt chlorinated which makes it feels like clean freshwater). Walk to town, bay beach, public tennis courts, 1000 acre nature preserve.

Sag Harbor Cottage, Walk to the Beach!
Renovated to perfection, this fully equipped fresh & modern beach cottage has an open-plan living room, dining room & kitchen, all with high ceilings, immaculate finishings, & a sunny lower level TV room. A broad mahogany deck with large outdoor shower & gas BBQ grill runs the full length of the house & overlooks a roomy lawn with great privacy, fire pit and mature landscaping.

Carriage House - Cottage in East Hampton Village
Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).
Popular amenities for Bridgehampton holiday rentals
Other great holiday rentals in Bridgehampton

Cozy Hamptons Cottage

Modern Southampton Cottage | Heated Pool & Peloton

Idyllic Designer Sunny Cottage StepsToBeach 1.2 ac

Cozy up in the Hamptons

Beautiful Mansion (Topping Rose House)

Charming Sag Harbor Cottage by the Beach!

Listing: Hamptons home minutes to town & beach

Chic and charming cottage with pool by the bay.
When is the best time to visit Bridgehampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,406 SGD | $1,527 SGD | $1,523 SGD | $1,357 SGD | $1,513 SGD | $1,666 SGD | $1,918 SGD | $2,098 SGD | $1,399 SGD | $1,387 SGD | $1,286 SGD | $1,406 SGD |
| 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 |
Frequently Asked Questions
Are there family-friendly vacation rentals in Bridgehampton?
Bridgehampton has more than 250 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Bridgehampton?
Experience the best of Bridgehampton with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Bridgehampton?
Four-legged friends are welcome in Bridgehampton. Choose from more than 150 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Bridgehampton?
Yes! Work meets play with ease at over 160 vacation rentals in Bridgehampton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Bridgehampton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 240 vacation homes with pools in Bridgehampton, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Bridgehampton?
Make yourself at home in Bridgehampton by choosing from our most frequently booked neighborhoods. We have over 840 vacation rentals in Sagaponack, over 1,980 vacation rentals in Bridgehampton, and over 1,980 vacation rentals in Water Mill.
Do cottage rentals in Bridgehampton have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Bridgehampton have a kitchen?
Absolutely! We offer over 10 cottage rentals with a kitchen in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Bridgehampton have wifi?
Absolutely! We offer over 10 cottage rentals with wifi in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Bridgehampton have free parking?
Absolutely! We offer over 10 cottage rentals with free parking in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Bridgehampton

Total holiday rentals
Explore 280 holiday rentals in Bridgehampton

Nightly prices starting at
Bridgehampton holiday rentals start at $179 SGD per night before taxes and fees

Verified guest reviews
Over 3,080 verified reviews to help you choose

Family-friendly holiday rentals
250 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
240 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
280 of Bridgehampton holiday rentals include wifi access

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

4.8 Average rating
Bridgehampton stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with pools Bridgehampton
- Beach house rentals Bridgehampton
- Beach
- Yale University
- Cooper's Beach, Southampton
- Charlestown Beach
- Ocean Beach Park
- Mohegan Sun
- Sunken Meadow State Park
- Foxwoods Resort Casino
- Mystic Seaport Museum
- Hammonasset Beach State Park
- Sleeping Giant State Park
- Powder Ridge Mountain Park & Resort
- Blue Shutters Beach
- Yale University Art Gallery
- Long Island Aquarium
- Orient Beach State Park
- Amagansett Beach
- Ocean Beach
- Wölffer Estate Vineyard
- Meschutt Beach
- Mystic Aquarium
- Stonington Vineyards
- Devil's Hopyard State Park
- Ditch Plains Beach





