
Vacation rentals in Bridgehampton
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Top-rated vacation rentals in Bridgehampton
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Relax into Coastal Life at a Sun-Drenched Sag Harbor Home
Take a bike ride to Havens Beach and feel the sand in your toes. Walk to explore the shops, restaurants and bars on the quaint Main Street of Sag Harbor. Repair to your sun drenched home away from home to enjoy a relaxed meal alfresco on the deck. Unwind under the umbrellas on the expansive deck surveying the private fenced in backyard. Take in all the amenities of a newly renovated home situated in the Hampton - recent updates include a furnished basement, ping pong table, smart TVs and sound system. Extra touches include beach towels, beach chairs, bikes, cooler, games and more. This beautifully renovated 3 BR, 2 Bath home is situated on a quiet street, with a fenced half acre yard. It is located less than a mile to the shops, bars and restaurants of Main Street and the Hampton Jitney stop with service to NYC. The open floor plan boasts an abundance of natural light with 4 skylights and large windows to bring the outdoors in. Brand new appliances, custom kitchen cabinets, large center island with bar stools are perfect for hosting friends & family. Central AC/forced air heating controlled by the Nest ensure your complete comfort. The master BR features a king bed and ensuite Bath with custom tile shower. The guest BRs have a queen bed and full bed respectively and share the hall bathroom with tub/shower. The large deck runs the length of the home and is perfect for al fresco dining & entertaining. Totally furnished with everything you need to enjoy yourself from the second you enter the home! We have four brand new adult bikes, helmets and locks for your enjoyment. Explore the village, bike to the beach or get some exercise while you're here. If you prefer to stay in, you'll find a games console / DVD player in the front room with a good selection of games and movies. Additionally, we provide 4 beach chairs, beach towels and a small cooler for your use. Enjoy! Guests have access to the entire house, backyard, deck, garage and driveway parking. We can be reached via cell or email and are very responsive. We will also have a friend who is local to the area who will be able to assist with any issues. Sag Harbor is the coolest, most authentic town in the Hamptons. Home to household names, the town retains its small-town charm and rustic maritime vibe. Browse the artsy, eclectic stores and strike up conversations in the coffee shops and local bars. Sag Harbor is a quaint, walkable town on the wharf with great restaurants and bars. The house is located less than a mile's walk into the main street. Beaches are accessible via bike or car. The Jitney stop from Manhattan is located on Main Street less than a mile from the house. There are taxis in the area available via phone for pick up. We provide four adult bikes, helmets and locks for your use.

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 grouds are smoke-free.

East Hampton Village Fringe, Renovated with Pool
This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

The Sandpiper
Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Serene East Hampton Escape - New Outdoor Sauna
A luxurious woodland escape with massive pool, outdoor dining living and play areas, fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office, a freestanding soaking tub, and a designer chef’s kitchen with a custom dining table for ten or more.

Spacious East Hampton Getaway with Pool
This bright and comfortable 3 bedroom, 2 bath Scandinavian home awaits! Located just a 5 minute drive Sag Harbor and 10 minutes to the heart of East Hampton to enjoy beaches, shopping, restaurants and bars. The light hardwood floors create a crisp feel that you have to witness. The first floor's two guest beds open out to a lovely eat-in kitchen with dining and living rooms featuring a wood-burning fireplace and pool to check every box for year-round fun.

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 & AC. Working fireplace and spacious bathtub make for an ideal cozy and romantic getaway. Parking. Fully self contained and private.

Greenport Beach house Mini Resort Spa & Catering
Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

Classic Southampton Village Home w/ Pool
Newly renovated Southampton village home with great light, offering the best of indoor-outdoor living. A beautiful backyard with a pool surrounded by lush privet hedges for privacy. Perfectly situated in the heart of the village, one block from restaurants, shopping, and one mile from the ocean beaches. Perfect with space to spread out, play or work remotely! Ask about special rates for long-term summer rental!

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.

Sunny Southampton Studio
Newly renovated sun drenched, spacious studio in Southampton. Five minute drive to Main Street, while still in close proximity to some of the most beautiful beaches. Queen size bed and queen size pull out couch. Full kitchen with new appliances and full bathroom. BEACH PASS for Coopers beach is available upon advanced request—please let me know the day before you arrive

Walk to Vineyards, Beaches, Farms & Town
Private bungalow with a separate entrance in a historical tudor home. Spacious bedroom with king-sized bed, kitchenette and bathroom. Two bikes, cable TV, internet, AC, beach towels, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Jitney stop is one block away!
Popular amenities for Bridgehampton vacation rentals
Other great vacation rentals in Bridgehampton

Luxe| Pool|Game Room |Outdoor Movie|HotTub|Firepit

Spacious One Bedroom Apartment, Close to Beaches

The Hideaway | Clearwater Beach

Charming Cottage in Sag Harbor

Perfect Beach Home in Sag Harbor

Southampton apt walk to village

Calf Creek Cottage (Water Mill/Bridgehampton)

Peaceful getaway in the Hamptons
When is the best time to visit Bridgehampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $1,541 CAD | $1,519 CAD | $1,478 CAD | $1,497 CAD | $1,669 CAD | $1,839 CAD | $2,116 CAD | $2,315 CAD | $1,544 CAD | $1,428 CAD | $1,349 CAD | $1,410 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 |
Frequently Asked Questions
Are there pet-friendly vacation rentals in Bridgehampton?
Four-legged friends are welcome in Bridgehampton. Choose from more than 140 vacation rentals for guests traveling with pets.
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.
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 family-friendly vacation rentals in Bridgehampton?
Bridgehampton has more than 240 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Where should I stay in Bridgehampton?
Make yourself at home in Bridgehampton by choosing from our most frequently booked neighborhoods. We have over 850 vacation rentals in Sagaponack, over 1,970 vacation rentals in Bridgehampton, and over 1,970 vacation rentals in Water Mill.
Are there Bridgehampton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 230 vacation homes with pools in Bridgehampton, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Cottage Rentals in Bridgehampton?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do villa rentals in Bridgehampton have wifi?
Absolutely! We offer over 10 villa rentals with wifi in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.
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.
How much does it cost to stay in house rentals in Bridgehampton?
Experience the best of Bridgehampton with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Quick stats about vacation rentals in Bridgehampton

Total vacation rentals
Explore 270 vacation rentals in Bridgehampton

Nightly prices starting at
Bridgehampton vacation rentals start at $169 CAD per night before taxes and fees

Verified guest reviews
Over 2,810 verified reviews to help you choose

Family-friendly vacation rentals
240 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 140 rentals that welcome pets

Vacation rentals with a pool
230 properties feature pools

Rentals with dedicated workspaces
160 properties have a dedicated workspace

Wifi availability
260 of Bridgehampton vacation 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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