Sag Harbor Holiday Rentals, New York: Private House Rentals

A marina with several boats docked, including a white motorboat and a sailboat with a canopy.

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Go beyond your typical stay in Sag Harbor

Pet friendly

Pool

Apartment

Apart hotel

Hot tub

Spa

Condo

Cottage

Family friendly

Waterpark

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Our top choices for Sag Harbor hotels

1. Sag Harbor Inn

Sag Harbor

Loretta

8.437.284 ₫

9.639.598 ₫ total

includes taxes & fees

4 Oct - 5 Oct

Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas

2. Faraway Sag Harbor

Sag Harbor

Joseph

13.710.586 ₫

17.230.713 ₫ total

includes taxes & fees

13 Sept - 14 Sept

Carriage House | Living area | Flat-screen TV

3. The 1770 House Restaurant & Inn

East Hampton

Lisa

12.727.539 ₫

17.399.294 ₫ total

includes taxes & fees

21 Sept - 22 Sept

4. Topping Rose House

Bridgehampton

Adam

25.616.101 ₫

29.357.371 ₫ total

includes taxes & fees

13 Sept - 14 Sept

Suite, 1 Bedroom, Terrace, Harbour View | Terrace/patio

Frette Italian sheets, premium bedding, down duvets, pillow-top beds

Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

Studio (Suite, King) | Frette Italian sheets, premium bedding, down duvets, pillow-top beds

5. The Harbor Front Inn

Greenport

Michael

6.773.264 ₫

8.482.335 ₫ total

includes taxes & fees

4 Oct - 5 Oct

6. The Sagaponack

Wainscott

Jane

6.609.727 ₫

8.853.664 ₫ total

includes taxes & fees

8 Oct - 9 Oct

Room, 1 King Bed (Pets Allowed) | Premium bedding, soundproofing, iron/ironing board

7. Bridgehampton Inn

Bridgehampton

Leslie

7.786.259 ₫

8.895.866 ₫ total

includes taxes & fees

1 Oct - 2 Oct

Suite, 1 King Bed with Sofa bed | Premium bedding, in-room safe, iron/ironing board (on request)

Seasonal outdoor pool, pool umbrellas, pool loungers

8. Journey East Hampton

East Hampton North

NAKUL

8.079.220 ₫

10.153.385 ₫ total

includes taxes & fees

5 Oct - 6 Oct

9. East Hampton House Resort

East Hampton North

Suzette

5.022.788 ₫

6.446.710 ₫ total

includes taxes & fees

10 Sept - 11 Sept

40-inch flat-screen TV with digital channels, TV, Netflix

Standard Room, 1 King Bed | Premium bedding, down duvets, minibar, in-room safe

10. The Hampton Maid

Hampton Bays

SABINA

6.796.701 ₫

7.765.231 ₫ total

includes taxes & fees

10 Sept - 11 Sept

Seasonal outdoor pool, open 9:00 AM to 8:30 PM, pool umbrellas

11. Oyster Estate

Greenport

Jenny

8.958.103 ₫

11.286.690 ₫ total

includes taxes & fees

5 Oct - 6 Oct

Desk, iron/ironing board, free WiFi, bed sheets

12. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

Carolyn

2.221.818 ₫

2.555.143 ₫ total

includes taxes & fees

10 Sept - 11 Sept

A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

13. House on Chase Creek

The Heights

Calvin

5.606.106 ₫

6.405.044 ₫ total

includes taxes & fees

5 Oct - 6 Oct

14. Southampton Inn

Southampton

Kevin

7.812.300 ₫

9.350.021 ₫ total

includes taxes & fees

4 Oct - 5 Oct

Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

Private beach, sun-loungers, beach umbrellas, beach towels

15. Silver Sands Motel & Beach Bungalows

Greenport

Sirikhwan

8.743.266 ₫

9.989.328 ₫ total

includes taxes & fees

21 Sept - 22 Sept

Beach nearby, white sand, sun-loungers, beach umbrellas

Frette Italian sheets, premium bedding, down duvets, memory-foam beds

16. The Roundtree, Amagansett

Amagansett North

Ryan

18.079.673 ₫

21.688.813 ₫ total

includes taxes & fees

6 Oct - 7 Oct

Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed) | Desk, laptop workspace, iron/ironing board, free WiFi

Traditional Cottage, 2 Bedrooms, Lake View (Pet not allowed) | Living area

17. Head of Pond House

Water Mill

Liz

33.749.136 ₫

38.558.388 ₫ total

includes taxes & fees

10 Sept - 11 Sept

18. Hamlet Inn

Southampton

Thomas

3.300.697 ₫

4.266.297 ₫ total

includes taxes & fees

27 Sept - 28 Sept

The Shoals Grand Suite | Private kitchen | Espresso maker, eco-friendly cleaning products, paper towels

Terrace King | Premium bedding, down duvets, laptop workspace

19. The Shoals Suites and Slips

Southold

Melissa

5.255.725 ₫

6.655.690 ₫ total

includes taxes & fees

1 Oct - 2 Oct

Honeymoon Room, Jetted Tub | Egyptian cotton sheets, premium bedding, desk, laptop workspace

20. The Atlantic Hotel

Southampton

Jessa

3.105.389 ₫

4.198.931 ₫ total

includes taxes & fees

1 Oct - 2 Oct

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Where to stay in Sag Harbor

Find the best Sag Harbor areas for the activities you enjoy most.Learn more about Sag Harbor

Bay Point

Bay Point

While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Foster Memorial Town Beach and Bay Street Theatre.

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Stay near popular Sag Harbor attractions

Elizabeth A. Morton National Wildlife Refuge

7.4/10 (6 reviews)

This wildlife sanctuary invites visitors to hand-feed chickadees along its serene woodland trail. Explore pristine beaches and salt marshes where migratory birds and deer roam freely year-round.

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A long, narrow waterway with wooden posts and ropes, surrounded by calm turquoise waters and a clear blue sky.

Foster Memorial Town Beach

Why not spend a care-free afternoon at Foster Memorial Town Beach during your travels in Noyack? Wander the waterfront and parks while you're in the area.

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Noyac Golf Club

6.4/10 (5 reviews)

This exclusive William F. Mitchell design challenges golfers with narrow fairways and strategic greens across rolling parkland. Members enjoy top-tier practice facilities and a traditional golf experience near Noyac Bay.

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Bay Street Theatre

8.4/10 (15 reviews)

This intimate 299-seat waterfront theatre presents acclaimed plays in charming Sag Harbour. Enjoy high-quality entertainment featuring notable actors against the picturesque backdrop of the Hamptons.

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Havens Beach

8.4/10 (14 reviews)

Sag Harbor's only public beach offers calm bay waters and stunning views of Shelter Island. Families appreciate the playground facilities and gentle swimming conditions perfect for children.

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Sag Harbor Whaling and Historical Museum

6.0/10 (3 reviews)

This Neo-Gothic mansion houses artefacts from Sag Harbor's prosperous whaling era. Explore maritime treasures including scrimshaw, period furnishings, and paintings that bring the village's seafaring heritage to life.

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Mashashimuet Park

Established in 1908, Mashashimuet Park offers a peaceful retreat with tennis courts, baseball fields, and scenic pond views. Bring a picnic to enjoy on the manicured lawns while watching local community events unfold.

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Eastville Heritage House

The Eastville Heritage House preserves the storey of one of America's earliest multicultural working-class communities. Explore exhibitions of African American, Native American, and European immigrant heritage.

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Learn more about Sag Harbor

This former whaling village charms visitors with its historic Main Street and bustling marina filled with gleaming yachts. Spend mornings browsing independent bookshops and afternoons sailing the bay, then grab lobster rolls at Baron's Cove as the sun sets.

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Top Sag Harbor Hotel Reviews

The Hampton Maid

10/10 Excellent

"Our stay at The Hampton Maid was such a great choice. The entire hotel is absolutely charming—you can tell that every corner and every detail has been thoughtfully designed. The front desk staff was wonderful: so friendly, welcoming, and very clear with all the information. We loved the bungalow-style rooms, each with its own deck and parking, which gives you wonderful privacy between rooms. But what truly stole our hearts was the gorgeous, beautifully kept garden—a true green oasis that brings complete peace and lets you fully disconnect from city stress. The room was spotless, and the restaurant was phenomenal—we had breakfast there, and it was spectacular. On top of that, getting a pass to 7 local beaches for just $5 is an incredible perk. You really couldn't ask for more! It’s one of those places where you haven't even left yet, and you're already planning your return. Can't wait to go back!"

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Welcoming, helpful, friendly, professional front desk staff. My room was impeccably clean and tidy. The property is centrally-located with ease of accessibility to main roads and major highways, yet far enough off Boston Post Road to ensure a quiet, peaceful and restful stay. Overall, an outstanding, no-frills property! I look forward to staying here once again!"

Saybrook Point Resort & Marina

10/10 Excellent

"Old Saybrook never disappoints. The rooms have been remodel Edinburgh the last six months but the resort has managed to retain its old world chatm. Eventhough there were three weddings at the property during our visit, the staff were attentive to us and we weren't as re remained their only guests. We will visit again."

Water's Edge Resort & Spa

8/10 Good

"Excellent staff and location. The food was mediocre"

Budget Host East End

10/10 Excellent

"Came out for the 80th Annual powwow n Shinnecock and stayed here and not disappointed. From checking in to check out Thurs place was home for the night. Will be returning next year again and booking this place again."

Montauk Blue Hotel

10/10 Excellent

"Heated pool and hot tub in a covered glass enclosure is a great amenity on a rainy day!"

Sag Harbor Inn

10/10 Excellent

"Sag Harbor Inn was located in a beautiful spot and close to shops and restaurants. This was an excellent choice."

Kenny's Tipperary Inn

8/10 Good

"Nice hotel and very clean, and the staff were very courteous and helpful. Beach is walking distance right down the road. Perfect location if you're looking for something by the beach."

Faraway Sag Harbor

8/10 Good

"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."