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

G$108,445 GYD per night

Guest favorite

Apartment in Sag Harbor

4.92 out of 5 average rating, 133 reviews

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)

Jun 1 – 8

G$128,941 GYD per night

Guest favorite

Apartment in Sag Harbor

4.96 out of 5 average rating, 132 reviews

Hamptons Hills Escape

Located in a quiet and safe neighborhood tucked into the woods of Sag Harbor, yet just a 10-minute drive from Sag Harbor town. Down the road is "Morton's Wildlife Refuge" with a beautiful walk to a beach and where birds eat seed directly from your hand. The lovely Long Beach is 5 minutes away - day passes are available. You only have one entrance/exit to deal with, the white door at the top of the wooden stairs that are pictured. Perfect for a couple looking to cook, relax, and spin records.

Aug 28 – Sep 4

G$87,055 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!

Sep 21 – 28

G$74,339 GYD per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 120 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.

Oct 15 – 22

G$146,646 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 5 – 12

G$71,926 GYD per night

Guest favorite

Home in Southampton

4.9 out of 5 average rating, 215 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Sep 14 – 21

G$120,052 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 23 – 30

G$88,180 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.

May 17 – 24

G$169,352 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.

Dec 5 – 12

G$109,237 GYD per night

Guest favorite

Home in Sag Harbor

4.97 out of 5 average rating, 260 reviews

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.

Sep 1 – 8

G$172,125 GYD per night

Guest favorite

Apartment in Sag Harbor

4.88 out of 5 average rating, 133 reviews

Sag Harbor Village Oasis

Bright and spacious second floor apartment in historic Sag Harbor Village. 10 minute walk to historic Sag Harbor Village Main Street. Five minute walk to Bay beach. Super comfy king bed. Fully self contained with private entrance and hallway. Parking on street close to entrance. Kitchen with stovetop, refrigerator, sink, coffee and tea kettle. No pets - owner is allergic.

Jan 7 – 14

G$42,022 GYD 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

Cottage in Southampton

4.96 out of 5 average rating, 100 reviews

Charming Southampton Light filled Cottage

Dec 30 – Jan 6

G$202,265 GYD per night

Guest favorite

Home in Greenport

4.92 out of 5 average rating, 423 reviews

Blue Bay Dream

Jan 14 – 21

G$25,396 GYD per night

Guest favorite

Guest suite in East Hampton

4.96 out of 5 average rating, 142 reviews

Be our guest!Near to beaches, shops,eats+ Pvt pool

Jun 4 – 11

G$123,776 GYD per night

Guest favorite

Apartment in Sagaponack

4.97 out of 5 average rating, 38 reviews

Hamptons elegant and comfortable apartment

Dec 20 – 27

G$103,612 GYD per night

Guest favorite

Bungalow in Hampton Bays

4.89 out of 5 average rating, 37 reviews

Cozy Bungalow Near the Ocean

Jan 6 – 13

G$26,495 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

Oct 23 – 30

G$113,681 GYD 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.

Nov 10 – 17

G$68,627 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

G$68,526 GYD per night

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Other great vacation rentals in Sagaponack

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$210,783 GYD per night

Guest favorite

Home in Sag Harbor

4.84 out of 5 average rating, 45 reviews

Modern Home in Sag Harbor, NY

May 13 – 20

G$163,653 GYD per night

Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 22 reviews

Primely located Sag Harbor Village home

May 11 – 18

G$125,792 GYD per night

Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 9 reviews

Sunny Sag Harbor Retreat

Nov 4 – 11

G$132,162 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$183,163 GYD per night

Guest favorite

Home in Sag Harbor

5.0 out of 5 average rating, 92 reviews

Secluded Modern Beach Style House

Nov 11 – 18

G$177,837 GYD per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 17 reviews

Perfect Lake Cottage weekend Hamptons special

Jun 14 – 21

G$149,552 GYD per night

Guest favorite

Home in Sag Harbor

4.98 out of 5 average rating, 88 reviews

Perfection in Sag Harbor 5 Br 1 block from water

Dec 14 – 21

G$132,834 GYD per night

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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
G$31,284 GYD 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 80 homes with wireless internet, over 10 homes with a gym, over 30 homes with a bbq area, over 80 homes with air conditioning, 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

Cottage in Southampton

Home in Greenport

Guest suite in East Hampton

Apartment in Sagaponack

Bungalow in Hampton Bays

Cottage in East Hampton

Cottage in East Hampton

Cottage in Bridgehampton

Other great vacation rentals in Sagaponack

Home in Southampton

Home in Sag Harbor

Home in Sag Harbor

Home in Sag Harbor

Cottage in Sag Harbor

Home in Sag Harbor

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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