The 10 best holiday rentals in Sag Harbor, USA | Booking.com
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Holiday Rentals in Sag Harbor

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The best holiday rentals in Sag Harbor

Check out our pick of great holiday rentals in Sag Harbor

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Cowgirl Palace

Sag Harbor

Boasting a hot tub, Cowgirl Palace is situated in Sag Harbor. With quiet street views, this accommodation provides a patio and a swimming pool.

J
Jean
From
United States
The atmosphere is very relaxing and quiet. The bed is so comfortable that it's hard to get up! The distance to Sag Harbor is less than 5 minutes so it's very convenient. All in all I give it a 10
Scored out of 10, guest rating 5.9
Passable - What previous guests thought, 15 reviews
Price from
US$300
1 night, 2 adults
Check availability

The Huntting Inn

East Hampton (Near Sag Harbor)

Offering a bar and garden view, The Huntting Inn is located in East Hampton, 2.5 km from Wiborg Beach and 13 km from Montauk Point Lighthouse.

A
Amanpreet
From
India
The location is very good n everything is walking distance even the beaches , market , etc . Montauk is also 20 minutes drive . Also the property is very clean n the chef Paul is very attentive n understanding n can alter his dishes to ur palate. Shiela n Linda at the front disk were really helpful.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 18 reviews
Price from
US$575
1 night, 2 adults
Check availability

The Baker House 1650

East Hampton (Near Sag Harbor)

Boasting a seasonal outdoor pool, a sauna and spa facilities, The Baker House 1650 is situated in East Hampton, 2.2 km from Wiborg Beach and 14 km from Montauk Point Lighthouse.

D
Donald
From
United States
Breakfast was amazing. Alejandro gave us a tour of the grounds and was so pleasant, knowledgeable and accommodating. Everyone was friendly and helpful. We will definitely go back.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 36 reviews
Price from
US$305
1 night, 2 adults
Check availability

Vine & Sand--Southold NY's Newest B&B

Southold (Near Sag Harbor)

33 km from Splish Splash, Vine & Sand--Southold NY's Newest B&B is a recently renovated property located in Southold and provides air-conditioned rooms with free WiFi and private parking.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews
Price from
US$355.35
1 night, 2 adults
Check availability

East Hampton Art House Bed and Breakfast

East Hampton (Near Sag Harbor)

Offering garden views, East Hampton Art House Bed and Breakfast in East Hampton offers accommodation, a private beach area, a seasonal outdoor swimming pool, a fitness centre, an indoor pool and an...

M
Melanie
From
Australia
The hosts are true artists with their beautiful artwork spread across the property. They are great hosts, very friendly and accommodating. Very relaxed vibe. Amazing home and gardens! I felt like a queen being there. Lovely breakfast with a lot of options to choose from.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 17 reviews
Price from
US$422
1 night, 2 adults
Check availability

ZEY HOTEL

Greenport (Near Sag Harbor)

Set in Greenport, within 42 km of Splish Splash, ZEY HOTEL is an accommodation offering garden views. This bed and breakfast offers free private parking and full-day security.

J
Janne
From
Finland
Beautiful, atmospheric hotel. We had a beautiful shared balcony/backyard patio as well. Very kind and helpful staff. Altogether very stylish and comfy hotel with great central location at the historic Greenport center.
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 257 reviews
Price from
US$400
1 night, 2 adults
Check availability

The Cliffside Resort Condominiums

Greenport (Near Sag Harbor)

With beautiful views of the sunsets over Long Island Sound, this Greenport resort features spacious grounds and a private beach. Free Wi-Fi is available in all areas.

A
Alyson
From
United Kingdom
We were only here for one night and the weather was terrible so we didn’t go outdoors to explore as we had planned.
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 249 reviews
Price from
US$223.88
1 night, 2 adults
Check availability

Harpoon House

Southampton (Near Sag Harbor)

Situated within 2.4 km of Gin Beach and 34 km of Montauk Point Lighthouse in Southampton, Harpoon House features accommodation with seating area.

K
Kenia
From
United States
Space and comfortable, clean and very comfortable
Scored out of 10, guest rating 7.2
Good - What previous guests thought, 41 reviews
Price from
US$359.10
1 night, 2 adults
Check availability

Aria & Mare Hamptons

Hampton Bays (Near Sag Harbor)

Set in Hampton Bays in the New York region with Meschutt Beach nearby, Aria & Mare Hamptons offers accommodation with free private parking, as well as access to a hot tub.

G
Gustavo
From
United States
The experience at Aria & Mare Hamptons was outstanding. The room was clean and cozy, the owners and Trevor were really kind and helpful, and the location was just perfect to go to the nearby beach and towns. Trevor even sent us a link he prepared with recommendations of attractions and restaurants that was really helpful to decide what to do during our visit.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 107 reviews
Price from
US$935
1 night, 2 adults
Check availability

A Walk in the Woods Bed and Breakfast

Southold (Near Sag Harbor)

A Walk in the Woods Bed and Breakfast has garden views, free WiFi and free private parking, set in Southold, 1.9 km from Cedar Beach County Park.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 21 reviews
Check availability
All holiday rentals in Sag Harbor

Most booked holiday rentals in Sag Harbor and surroundings in the past month

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Highly rated holiday rentals in Sag Harbor and nearby

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 36 reviews

    Boasting a seasonal outdoor pool, a sauna and spa facilities, The Baker House 1650 is situated in East Hampton, 2.2 km from Wiborg Beach and 14 km from Montauk Point Lighthouse.

    From US$821.66 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 68 reviews

    Located within 2.5 km of Egypt Beach and 13 km of Montauk Point Lighthouse, Mill House Inn features rooms with air conditioning and a private bathroom in East Hampton.

    From US$521.87 per night
  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 18 reviews

    Offering a bar and garden view, The Huntting Inn is located in East Hampton, 2.5 km from Wiborg Beach and 13 km from Montauk Point Lighthouse.

    From US$725.79 per night
  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 21 reviews

    A Walk in the Woods Bed and Breakfast has garden views, free WiFi and free private parking, set in Southold, 1.9 km from Cedar Beach County Park.

Enjoy breakfast in Sag Harbor and nearby

  • Set in Wainscott, Villa Guldan - Luxury with pool offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Located only 22 km from Montauk Point Lighthouse in East Hampton, Heated Pool, Hot tub, Beachwood Cove by RoveTravel features accommodation equipped with a patio, garden and outdoor pool.

  • Situated in East Hampton in the New York region, Villa Nostro Palazzo features a balcony. This villa has a private pool, a garden, barbecue facilities, free WiFi and free private parking.

  • Boasting air-conditioned accommodation with a private pool, Villa Azeeka - Luxury with pool is situated in Water Mill. This property offers access to a balcony, free private parking and free WiFi.

  • Located in Sagaponack, The Great Escape - Hamptons Serene Family Favorite features a private pool. This property offers access to a balcony, free private parking and free WiFi.

  • Set in East Hampton and only 24 km from Montauk Point Lighthouse, Villa Bridgehampton village offers accommodation with mountain views, free WiFi and free private parking.

  • Located in Bridgehampton, Villa Victoria - Cozy Hamptons Villa provides accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

  • Villa Direen

    East Hampton
    Breakfast options

    Boasting air-conditioned accommodation with a private pool, pool view and a patio, Villa Direen is located in East Hampton.

These holiday rentals in Sag Harbor and nearby have options with free cancellation

  • Villa Baloch- w/ Sparkling heated pool

    East Hampton
    Free cancellation options available

    Situated in East Hampton, 15 km from Montauk Point Lighthouse and 24 km from Second House Museum, Villa Baloch- w/ Sparkling heated pool offers an outdoor swimming pool and air conditioning.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Facing the seafront in Shelter Island, Shelter Island Retreat with Outdoor Pool! is a holiday home, boasting an outdoor pool and parking on-site. A fitness room is available for guests.

  • Villa Burak - Luxury with pool

    Bridgehampton
    Free cancellation options available

    Featuring air-conditioned accommodation with a private pool, Villa Burak - Luxury with pool is located in Bridgehampton.

  • Villa Xmart - Luxury with pool

    Water Mill
    Free cancellation options available

    Set in Water Mill, Villa Xmart - Luxury with pool offers accommodation with private pool, free WiFi and free private parking for guests who drive.

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