
Holiday houses 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

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.

Whaling Captain Pierson's Apartment TOO
Whaling Captain Pierson's Apartment TOO is at a waterfront property. An apartment in one of the contributing homes which define Sag Harbor as a historic village. The house is a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only house and apartment offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets. (See my other listings of Whaling Captain Pierson's Apartment and Whaling Captain Pierson's Cottage)

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!

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. Ideal for a fall or winter visit to explore the area during the quieter season. 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. Fully self contained and private.

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 .

East hampton 3 bedroom home w/ pool great location
Welcome to your hamptons summer home! Amazing location 5 minutes from both Sag Harbor and East Hampton towns and 10 minutes to Bridge Hampton. Beautifully landscaped backyard with heated pool and bbq. The primary bedroom includes a king bed, the 2 secondary bedrooms have queen beds. Open floor plan with kitchen and dining room flowing to the backyard is perfect for indoor/outdoor lunch and dinners. 2 full bathrooms and central air.

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.

Charming Village Cottage
Charming cottage in historic Sag Harbor village. Peaceful respite centrally located. Five minute stroll to Main Street shops, restaurants, theater, cinema, marina, Long Wharf, local bay beach, and Hampton Jitney stop. Quiet local street steps away from all the action in town. Short easy drives to East Hampton, Bridgehampton, Southampton, Watermill, Shelter Island and ocean beaches.

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!

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).

Sag Harbor House for rent.
3 bedroom 2 bath Cape Cod less than 1 mile to the great village of Sag Harbor. Brand new kitchen. Beautiful beaches are just a short drive or jog away. Perfect getaway spot where you can walk or cycle to town or beach. BBQ out back or walk into town for a bite.
Popular amenities for Bridgehampton holiday rentals
Other great holiday rentals in Bridgehampton

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

Comfortable Spring Escape from NYC!

Sag Harbor Hamptons hideaway

Luxury Southampton Home/outdoor Sauna/hottub

Sag Harbor Haven - Private Apartment

Enchanted Story Book Home

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Cozy Hamptons Cottage
When is the best time to visit Bridgehampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,533 AUD | $1,511 AUD | $1,470 AUD | $1,490 AUD | $1,661 AUD | $1,829 AUD | $2,105 AUD | $2,303 AUD | $1,536 AUD | $1,522 AUD | $1,411 AUD | $1,543 AUD |
| 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 cottage rentals in Bridgehampton?
Experience the best of Bridgehampton with our cottage rentals, starting at about $220 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 house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 210 house rentals 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 house rentals in Bridgehampton have air conditioning?
Absolutely! We offer over 230 house 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 house rentals in Bridgehampton have wifi?
Absolutely! We offer over 240 house rentals with wifi in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bridgehampton have free parking?
Absolutely! We offer over 230 house 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 $196 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
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

Wi-Fi availability
280 of Bridgehampton holiday rentals include Wi-Fi 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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