Holiday rentals in Bridgehampton

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Bridgehampton

Guests agree: these stays are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Sag Harbor

4.97 out of 5 average rating, 123 reviews

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.

24 Nov – 1 Dec

$709 SGD per night

Guest favourite

Guest suite in Sag Harbor

4.88 out of 5 average rating, 310 reviews

Artists Sag Harbor Village Retreat

January special -book second night for $125! 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.

14–21 Sep

$360 SGD per night

Guest favourite

Guest house in Southampton

4.95 out of 5 average rating, 411 reviews

Tiny Home in Prime Spot in Southampton Village

Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily 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 and a 5 min. walk 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!

9–16 May

$434 SGD per night

Superhost

Apartment in Bridgehampton

4.92 out of 5 average rating, 13 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Beautiful duplex corner townhouse unit completely renovated in 2021 & in the heart of Bridgehampton Village. 2 min walk to shops, restaurants, main street and a bicycle ride to the beach. Situated all the way at the end of the building it provides ample privacy with Pool open July 4 - Labor Day only. Free parking (2 spots) w/ extra guest parking. Central air conditioning, private patio, ring doorbell/cam, self check in, curated kitchen w/ all supplies. Linens, towels, soap & shamp included

25 Nov – 2 Dec

$746 SGD per night

Guest favourite

Cottage in East Hampton

5.0 out of 5 average rating, 28 reviews

Storybook Cottage Seconds to East Hampton Village

Beach Cottage at edge of East Hampton Village. This fresh and bright cottage with three bedrooms and two new bathrooms is a compact and convenient jewel box with everything you'd expect in the Hamptons - including a beautiful pool with built-in hot tub. Just blocks from the heart of East Hampton on a quiet no-traffic cul-de-sac, not far from beach, shopping, dining and train... sparkling kitchen with new 'retro style' appliances, gleaming hardwood floors throughout, and a cozy front porch.

23–30 Oct

$743 SGD per night

Guest favourite

Flat in Sag Harbor

4.98 out of 5 average rating, 131 reviews

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!

4–11 Oct

$470 SGD per night

Superhost

Guest suite in Bridgehampton

4.91 out of 5 average rating, 45 reviews

Bridgehampton New & Modern Design

Located about a mile away from downtown Bridgehampton and less than three miles away from downtown Sag Harbor. This brand new unit includes everything. Everything in this unit is brand new and of high quality. The unit has its own separate parking area and entrance and it totally private from the main house. POOL AND HOT TUB USE WILL BE AVILABLE FOR MOST OF THE YEAR, use of the pool and hot tub amenities will be made available. The pool is now open for the season as of March24.

12–19 May

$569 SGD per night

Guest favourite

Cottage in Southampton

4.97 out of 5 average rating, 99 reviews

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!

25 Oct – 1 Nov

$1,372 SGD per night

Guest favourite

Guest suite in Sag Harbor

4.89 out of 5 average rating, 128 reviews

Old World Charm Private Suite with Own Entrance

***PLEASE ASK ME ABOUT LONGER TERM DISCOUNT*** Private separate suite inside historic village home with own private separate entrance with private bath and kitchenette in modernized 1790 sailor’s home featured in House Beautiful Magazine. Charming historic original detail. Two minute walk to Bay for best sunset, Main Street and Jitney stop in Sag Harbor Village also steps away. Please also note: extra room for up to 2 people is also available in the main house, please inquire.

9–14 Oct

$390 SGD per night

Guest favourite

Cottage in Bridgehampton

5.0 out of 5 average rating, 50 reviews

Bridgehampton Cottage Close to Town, South of HWY

Enjoy the peaceful seclusion of this charming, updated 3 bedroom, 2 bath cottage located on a private, acre-sized flag-lot south of the highway in Bridgehampton. Each bedroom (1 king, 2 queen) features ample closet space and new smart TVs . The new, fully-stocked kitchen, propane BBQ, outdoor dining table for 8, outdoor shower and spa with lounge furniture, and wood burning fireplace make it the perfect getaway for either summer or the winter season. Pets OK.

21–28 Apr

$517 SGD per night

Guest favourite

Guest suite in Sag Harbor

4.95 out of 5 average rating, 188 reviews

Cedar Haven In Sag Harbor

This is a large one room studio apartment with private entrance and ensuite bathroom. The unit is private and closed off from the host’s house. The large main room has a queen bed, and a spacious seating area that includes chairs as well as a comfy leather couch. PLEASE NOTE: One night stays are welcomed but there is a higher rate: IN season, (June 1 - Oct 31) the ONE NIGHT RATE is $375 OFF season, (mid Oct - end of May) the ONE NIGHT RATE is $300

10–17 Dec

$263 SGD per night

Guest favourite

Home in Sag Harbor

4.95 out of 5 average rating, 129 reviews

Luxury Private King Suite + 2 Floor Living Space

Your modern, spacious, sparkling clean guest home has 2 private floors and a private entrance. The bedroom provides luxury and calm as light from the green trees filters in. Watch movies & chill in your living room complete with kitchenette, wine cooler, powder room and adjoining dining space. You’re in a peaceful neighborhood facing a land forest preserve, 5 minutes from bay beaches and the plethora of farm fresh, organic Sag Harbor eateries.

18–25 Oct

$597 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Bridgehampton holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Bridgehampton's top sights

Bridgehampton Commons28 locals recommend

Topping Rose House47 locals recommend

Hampton Classic Horse Show Inc10 locals recommend

Flying Point Beach46 locals recommend

Citarella Gourmet Market - Bridgehampton46 locals recommend

Pierre's73 locals recommend

Other great holiday rentals in Bridgehampton

Guest favourite

Home in Sag Harbor

4.84 out of 5 average rating, 45 reviews

Modern Home in Sag Harbor, NY

11–18 Sep

$1,020 SGD per night

Guest favourite

Home in Sag Harbor

4.98 out of 5 average rating, 87 reviews

Designer in Sag Harbor 5 Br 1 block from water

27 Mar – 3 Apr

$868 SGD per night

Guest favourite

Cottage in Water Mill

4.98 out of 5 average rating, 55 reviews

Head of Pond House - Waterfront Cottage

5–12 Oct

$765 SGD per night

Guest favourite

Home in Sag Harbor

4.96 out of 5 average rating, 26 reviews

Sag Harbor Chic Mid-Century retreat.

3–10 May

$734 SGD per night

Guest favourite

Guest house in Southampton

4.98 out of 5 average rating, 45 reviews

Southampton Modern Barn, Private Hot Tub and Pool

17–24 Sep

$895 SGD per night

Guest favourite

Cottage in Sag Harbor

5.0 out of 5 average rating, 29 reviews

Luxury Gem At The Heart of Sag Harbor Village

23–30 Jun

$1,164 SGD per night

Guest favourite

Serviced apartment in Bridgehampton

4.88 out of 5 average rating, 58 reviews

Beachside Escape from NYC

9–16 May

$884 SGD per night

Guest favourite

Home in Southampton

5.0 out of 5 average rating, 17 reviews

Perfect Lake Cottage weekend Hamptons special

6–13 Oct

$1,086 SGD per night

Show all

Quick stats about holiday rentals in Bridgehampton

Total rentals	180 properties
Rentals with a pool	160 properties have a pool
Pet-friendly rentals	100 properties allow pets
Family-friendly rentals	150 properties are a good fit for families
Total number of reviews	2K reviews
Nightly prices starting at	$218 SGD before taxes and fees

Holiday rentals in Bridgehampton

Top-rated holiday rentals in Bridgehampton

Home in Sag Harbor

Guest suite in Sag Harbor

Guest house in Southampton

Apartment in Bridgehampton

Cottage in East Hampton

Flat in Sag Harbor

Guest suite in Bridgehampton

Cottage in Southampton

Guest suite in Sag Harbor

Cottage in Bridgehampton

Guest suite in Sag Harbor

Home in Sag Harbor

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Bridgehampton holiday rentals

Stay near Bridgehampton's top sights

Other great holiday rentals in Bridgehampton

Home in Sag Harbor

Home in Sag Harbor

Cottage in Water Mill

Home in Sag Harbor

Guest house in Southampton

Cottage in Sag Harbor

Serviced apartment in Bridgehampton

Home in Southampton

Quick stats about holiday rentals in Bridgehampton

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore