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.

A
Alexander
From
Germany
Fantastic historical gem really close to the centre of east hampton with lovely garden and pool. Breakfast ist extraordinary Great place for a long weekend or a week of relaxation
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.

A
Anna
From
United States
Such a wonderful experience staying at Zey hotel for the weekend. A true GEM that just opened its doors on Main Street, with everything Greenpoint has to offer in close proximity. We fell completely in love with our suite. Not only did it resemble an actual apartment, but the contemporary decoration and amenities made it even more enjoyable. Clean, cozy and with our very own porch, it was hard to leave the hotel!!! Mia, the manager was AWESOME! Definitely enhanced our experience with her kindness and assertiveness. Looking forward to going back to Greenport and staying at Zey. Would recommend without a doubt!
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 258 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, 248 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.

S
Sirpa
From
Finland
This beautiful, well located place is a true gem. Everything starting from the welcoming arrival and our departure was so perfect that it is hard to imagine anything more than what we had. There was also a personal touch that you rarely meet with. The almost 100 years old house as such is is already an experience, not to mention the abundant fresh breakfast. Instead of one day, we could have stayed for one week... Highly recommend this place, you will not get disappointed!
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 105 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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These holiday rentals in Sag Harbor and nearby have options with free cancellation

  • The Huntting Inn

    East Hampton
    Free cancellation options available
    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

  • Villa Guldan - Luxury with pool

    Wainscott
    Free cancellation options available

    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.

  • Villa Nostro Palazzo

    East Hampton
    Free cancellation options available

    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.

  • Villa Azeeka - Luxury with pool

    Water Mill
    Free cancellation options available

    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.

  • Villa Bridgehampton village

    East Hampton
    Free cancellation options available

    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.

  • Villa Victoria - Cozy Hamptons Villa

    Bridgehampton
    Free cancellation options available

    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.

Enjoy breakfast 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

  • 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.

  • 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.

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

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

  • 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.

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