Vacation rentals in Bridgehampton

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Top-rated vacation rentals in Bridgehampton

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Guest favorite

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.

Nov 24 – Dec 1

G$108,315 GYD per night

Guest favorite

Apartment in Sag Harbor

4.94 out of 5 average rating, 135 reviews

Whaling Captain Pierson's Cottage

Whaling Captain Pierson's Cottage is at a waterfront property. A unique environmental experience, nestled in nature but only a 7 minutes’ walk from the center of historic Sag Harbor Village. It is the only cottage offering a vast, picturesque, panoramic view of beautiful Sag Harbor Cove from Main Street as well as spectacular sunsets and a private low-tide beach. (See my reviews from my other listings entitled, "Whaling Captain Pierson's Apartment" and "Whaling Captain Pierson's Apartment TOO".)

Apr 3 – 10

G$81,313 GYD per night

Guest favorite

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.

Oct 31 – Nov 7

G$52,110 GYD per night

Guest favorite

Guesthouse 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!

Oct 10 – 17

G$68,308 GYD per night

Guest favorite

Cottage in East Hampton

5.0 out of 5 average rating, 30 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.

Oct 23 – 30

G$113,642 GYD per night

Guest favorite

Apartment 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!

Oct 2 – 9

G$71,901 GYD per night

Guest favorite

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. 30 night minimum in summer.

G$68,502 GYD per night

Guest favorite

Home in Sag Harbor

4.96 out of 5 average rating, 24 reviews

The Hamptons Casita: Modern Elegance Meets Cozy

Welcome to The Hamptons Casita! Our newly-renovated home is ready to greet you this summer for month-long stays. Envisioned by award-wining architectural firm Sommet, this house was designed to have all modern conveniences in a coastal setting that expands through two floors, 3 main decks, a pool and a rooftop deck. We are close to Foster Memorial Beach, many wineries including Wolffer Estate Vineyard, and historic downtown Sag Harbor with its fantastic dinning and shopping.

May 2 – 9

G$97,370 GYD per night

Guest favorite

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

Oct 1 – 8

G$40,181 GYD per night

Guest favorite

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.

Dec 20 – 27

G$88,149 GYD per night

Guest favorite

Apartment in Sag Harbor

4.98 out of 5 average rating, 117 reviews

Sag Harbor Retreat

Experience the many wonderful things the Hamptons has to offer in the Summer in centrally-located Sag Harbor. Our place is a professionally-decorated luxury apartment with its own entrance, yard and two parking spaces. This home-away-from-home is an immaculate and well-appointed retreat located in Sag Harbor. Great for couples and solo adventurers. Close to Sag Harbor's Main Street with abundant recreational activities, shopping and restaurants.

Oct 27 – Nov 3

G$155,698 GYD per night

Guest favorite

Home in Sag Harbor

4.85 out of 5 average rating, 250 reviews

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.

Nov 23 – 30

G$159,162 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Bridgehampton vacation 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 vacation rentals in Bridgehampton

Guest favorite

Cottage in Sag Harbor

4.94 out of 5 average rating, 52 reviews

Steps to the Beach - Designer Cove House Cottage

Oct 8 – 15

G$110,352 GYD per night

Guest favorite

Home in Bridgehampton

5.0 out of 5 average rating, 19 reviews

Chic + Crisp Bridgehampton Home with Heated Pool

Feb 8 – 15

G$155,698 GYD per night

Guest favorite

Cottage in Water Mill

4.98 out of 5 average rating, 55 reviews

Head of Pond House - Waterfront Cottage

Oct 5 – 12

G$116,932 GYD per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 21 reviews

Renovated Southampton Home+Pool

Mar 26 – Apr 2

G$75,701 GYD per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 41 reviews

Bay View Stunner, Modern 6 Bedroom w Heated Pool

May 18 – 25

G$210,711 GYD per night

Guest favorite

Guesthouse in Southampton

4.98 out of 5 average rating, 45 reviews

Southampton Modern Barn, Private Hot Tub and Pool

Sep 17 – 24

G$136,803 GYD per night

Guest favorite

Cottage in Sag Harbor

5.0 out of 5 average rating, 29 reviews

Luxury Gem At The Heart of Sag Harbor Village

Jun 24 – Jul 1

G$183,100 GYD per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 34 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Oct 28 – Nov 4

G$159,435 GYD per night

Show all

Quick stats about vacation 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
G$33,358 GYD before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Bridgehampton?
Four-legged friends are welcome in Bridgehampton. Choose from more than 100 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 100 vacation rentals in Bridgehampton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Bridgehampton have a gym?
Absolutely! We offer over 40 house rentals with a gym in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Bridgehampton?
Bridgehampton has more than 150 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Bridgehampton have a bbq area?
Absolutely! We offer over 70 house rentals with a bbq area in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.
Are there Bridgehampton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 160 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 House Rentals in Bridgehampton?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a gym, over 70 homes with a bbq area, over 140 homes with air conditioning, over 140 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Bridgehampton have wifi?
Absolutely! We offer over 140 house rentals with wifi in Bridgehampton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Bridgehampton have air conditioning?
Absolutely! We offer over 140 house 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 $220 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Vacation rentals in Bridgehampton

Top-rated vacation rentals in Bridgehampton

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Bridgehampton vacation rentals

Stay near Bridgehampton's top sights

Other great vacation rentals in Bridgehampton

Cottage in Sag Harbor

Home in Bridgehampton

Cottage in Water Mill

Home in Southampton

Home in Southampton

Guesthouse in Southampton

Cottage in Sag Harbor

Home in Southampton

Quick stats about vacation rentals in Bridgehampton

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Bridgehampton?

Are there vacation rentals with a dedicated workspace in Bridgehampton?

Do house rentals in Bridgehampton have a gym?

Are there family-friendly vacation rentals in Bridgehampton?

Do house rentals in Bridgehampton have a bbq area?

Are there Bridgehampton vacation rentals on Airbnb with pools?

What are the most popular amenities for House Rentals in Bridgehampton?

Do house rentals in Bridgehampton have wifi?

Do house rentals in Bridgehampton have air conditioning?

How much does it cost to stay in house rentals in Bridgehampton?

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