Sagaponack vacation rentals

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Top-rated vacation rentals in Sagaponack

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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

€ 523 per night

Guest favorite

Home in Shelter Island

4.97 out of 5 average rating, 193 reviews

Huge Island Getaway Pool HotTub Walk To Beach

Relaxation begins on the 6 minute ferry ride to this magical island. Summerfield is a spectacular, grand compound that has it all. Huge main house great for groups, 4700ft w/ privacy for all overlooking serene nature reserve. Star gaze in the bubbling hot tub, grill outside after a swim, play in the rec room with movie theater, pool table or ping pong,or watch TV by the fire! Open plan layout, gourmet kitchen, heated gunite pool, separate guest house. Prime location close to beach + restaurants.

Oct 6 – 13

€ 1,022 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.

Sep 24 – Oct 1

€ 279 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 2 – 9

€ 322 per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 119 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Dec 23 – 30

€ 687 per night

Guest favorite

Guest suite in East Hampton

4.96 out of 5 average rating, 142 reviews

Private peaceful poolside Suite close to bch/town

Beautiful, bright, spacious king suite w fireplace, two bathrooms & private separate poolside entrance in the country. We are just minutes to golf, hiking, biking, yoga, wineries and beaches. Play games, grill poolside or cozy up fireside w a good book or movie! The space is creatively designed with a nod to natural elements and luxe comfort. Sleep your very best on our super deluxe king sized bed w your choice of pillows. Complimentary coffee/tea/snacks and breakfast treats provided.

Jun 21 – 28

€ 587 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 7 – 14

€ 344 per night

Guest favorite

Home in Sag Harbor

4.95 out of 5 average rating, 100 reviews

Sag Harbor Village Cottage with Pool

Situated on a half-acre of land, this classic shingle cottage with brand new designer interiors offers the ideal Hamptons getaway. Located in the picturesque village of Sag Harbor, less than a mile from town, bay beaches, and tennis. 10 minute drive to Wolffer & ocean beaches. 4 bedrooms, 2 modern bathrooms and pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

May 29 – Jun 5

€ 1,097 per night

Guest favorite

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!

Sep 26 – Oct 3

€ 1,028 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

Dec 14 – 21

€ 190 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.

Oct 9 – 16

€ 427 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 24 – 31

€ 742 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Sagaponack vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Sagaponack's top sights

Sagg Main Beach79 locals recommend

Townline BBQ36 locals recommend

La Capannina12 locals recommend

The Wine Stand at Wölffer Estate25 locals recommend

Levain Bakery - Wainscott21 locals recommend

HomeGoods4 locals recommend

Other great vacation rentals in Sagaponack

Guest favorite

Apartment in Southampton

4.96 out of 5 average rating, 164 reviews

Sunny Southampton Studio

Aug 20 – 27

€ 660 per night

Guest favorite

Guest suite in Sag Harbor

4.89 out of 5 average rating, 129 reviews

Old World Charm Private Suite with Own Entrance

Sep 15 – 20

€ 377 per night

Guest favorite

Cottage in Southampton

4.96 out of 5 average rating, 163 reviews

Secluded Southampton Cottage w/Pool & Spa

Sep 23 – 30

€ 1,034 per night

Guest favorite

Apartment in Sagaponack

4.97 out of 5 average rating, 38 reviews

Hamptons elegant and comfortable apartment

Jun 3 – 10

€ 504 per night

Guest favorite

Cottage in East Hampton

5.0 out of 5 average rating, 29 reviews

Storybook Cottage Seconds to East Hampton Village

Oct 23 – 30

€ 537 per night

Guest favorite

Cottage in East Hampton

5.0 out of 5 average rating, 20 reviews

Chic cottage on lush, secluded acre by the beach.

Dec 13 – 20

€ 346 per night

Superhost

Home in Sagaponack

4.87 out of 5 average rating, 45 reviews

Nature Retreat

Feb 18 – 25

€ 901 per night

Guest favorite

Cottage in Sag Harbor

4.94 out of 5 average rating, 51 reviews

Steps to the Beach - Designer Cove House Cottage

Sep 30 – Oct 7

€ 506 per night

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Other great vacation rentals in Sagaponack

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

€ 859 per night

Superhost

Guest suite in Bridgehampton

4.91 out of 5 average rating, 45 reviews

Bridgehampton New & Modern Design

Jul 8 – 15

€ 882 per night

Guest favorite

Home in Sag Harbor

4.89 out of 5 average rating, 71 reviews

Sag Harbor Wonder, 3 bedroom 2 Bath & Heated Pool

Sep 16 – 23

€ 982 per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 17 reviews

Perfect Lake Cottage weekend Hamptons special

Oct 10 – 17

€ 769 per night

Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 92 reviews

Secluded Modern Beach Style House

Feb 15 – 22

€ 825 per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 18 reviews

Southampton Stunner: Pool, Beach & more!

Nov 28 – Dec 5

€ 806 per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 55 reviews

Dream home in SH with heated private Pool

Mar 9 – 16

€ 921 per night

Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 8 reviews

Chic Cottage in Sag Harbor with Tesla Charger

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Quick stats about vacation rentals in Sagaponack

Total rentals
100 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
470 reviews
Nightly prices starting at
€ 141 before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Sagaponack?
Four-legged friends are welcome in Sagaponack. Choose from more than 50 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Sagaponack?
Yes! Work meets play with ease at over 40 vacation rentals in Sagaponack featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Sagaponack vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 80 vacation homes with pools in Sagaponack, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Sagaponack have a gym?
Absolutely! We offer over 10 house rentals with a gym in Sagaponack. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Sagaponack have wireless internet?
Absolutely! We offer over 80 house rentals with wireless internet in Sagaponack. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Sagaponack?
Experience the best of Sagaponack with our house rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Sagaponack have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Sagaponack. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Sagaponack?
Sagaponack has more than 70 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Sagaponack have air conditioning?
Absolutely! We offer over 80 house rentals with air conditioning in Sagaponack. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Sagaponack?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 80 homes with air conditioning, over 30 homes with a bbq area, over 80 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

Sagaponack vacation rentals

Top-rated vacation rentals in Sagaponack

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Sagaponack vacation rentals

Stay near Sagaponack's top sights

Other great vacation rentals in Sagaponack

Apartment in Southampton

Guest suite in Sag Harbor

Cottage in Southampton

Apartment in Sagaponack

Cottage in East Hampton

Cottage in East Hampton

Home in Sagaponack

Cottage in Sag Harbor

Other great vacation rentals in Sagaponack

Cottage in Sag Harbor

Guest suite in Bridgehampton

Home in Sag Harbor

Home in Southampton

Home in Sag Harbor

Home in Southampton

Home in Southampton

Home in Sag Harbor

Quick stats about vacation rentals in Sagaponack

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 Sagaponack?

Are there vacation rentals with a dedicated workspace in Sagaponack?

Are there Sagaponack vacation rentals on Airbnb with pools?

Do house rentals in Sagaponack have a gym?

Do house rentals in Sagaponack have wireless internet?

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

Do house rentals in Sagaponack have a bbq area?

Are there family-friendly house rentals in Sagaponack?

Do house rentals in Sagaponack have air conditioning?

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

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