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Compare 1898 Vacation Homes in Sag Harbor with updated reviews, rates, and availability.

10 Bedroom Hampton House with a regulation size Pickleball

10.0 out of 10, Exceptional, (25)
"Had so much fun this weekend in Hampton Bays! House was perfect for a group of friends - many bedrooms, bathrooms, great pool with tons of outdoor games, and even the arcade room inside! So close to the beach, and a number of great restaurants. Highly recommend this house, and appreciate how helpful our host was with making sure we had everything we need and more!"
10 Bedroom Hampton House with a regulation size Pickleball

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

10.0 out of 10, Exceptional, (98)
"Pam was very communicative prior to our stay and a welcoming host. The house was clean, centrally located, and spacious. "
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to 🏖

Waterfront House with picture-perfect views from all 3 levels.

9.8 out of 10, Exceptional, (84)
"We stayed at this home 9 years ago, and since then Carolyn and Jon have done major improvements to this home. It is heaven on earth for us, being right on the water to hear the waves, splash against the shoreline. The sunrises & sunsets, along with the moon, never fail to provide natures show during our stay! Thank you Carolyn & Jon for sharing your beautiful home with us! "
Waterfront House with picture-perfect views from all 3 levels.

Stunning New Designer Renovation

9.4 out of 10, Exceptional, (21)
"We had a wonderful stay at this home! The yard is the most spectacular thing ever- pictures don't do it justice! And the location is wonderful. Great for our growing family :)"
Stunning New Designer Renovation

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

10.0 out of 10, Exceptional, (176)
"We were a large group of friends who all spent the weekend here. We had plenty of space (everyone had their own bed) and tons of bathrooms which makes it great for a large group of adults. We also enjoyed that it was walkable to town and in a very central location to many activities within the area. Mark was extremely responsive and helpful before and during our visit, and we already are looking forward to being able to coming back in the future! "
The price is SAR 1,107
SAR 2,336 total
includes taxes & fees
27 Apr - 28 Apr
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool OPEN,Beach,Fam Fr

Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

9.6 out of 10, Exceptional, (131)
"Perfect property to hangout and stay entertained for hours"
Beautiful Waterfront, Sun, Sky, Hot Tub Open Year Round & Gameroom!

4-bedroom house is across the street from private beach and walk to town

2.0 star property
4-bedroom house is across the street from private beach and walk to town

Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

9.8 out of 10, Exceptional, (99)
"Had a great experience at this property!"
Hither Hills Beach Retreat; Walk to Ocean Beach & Town; Pool; Jacuzzi; Kid Ready

Cozy Westbrook Vacation Rental - Walk to Beach!

10.0 out of 10, Exceptional, (15)
"The house was nice and cozy. When we first arrived, we didn't realize the reference to driveway parking did not mean the driveway on the side of the house. The parking is in front of the house and very convenient. Unfortunately, we had a cold, rainy weekend so we didn't get to hang outside. However, we had a great time indoors playing games and watching movies. The house had tons of amenities from board games to bowls and platters for putting out snacks for game night. The bedrooms are a nice...
Cozy Westbrook Vacation Rental - Walk to Beach!

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (20)
"We loved our stay! The location was perfect for our family, so easy to walk to town, close to the beach and easy to get to other towns. House was perfect as well, we didn’t get to enjoy the outdoors due to rain but loved the indoor space. Plenty of places to hang and enjoy/relax. Hoping to visit again soo!"
Charming Village home in the heart of Southampton

Waterfront Beach House

9.6 out of 10, Exceptional, (42)
"The property is nicely located on the water and convenient to many attractions. "
Waterfront Beach House

Cozy House less than two miles from Ocean Beaches

10.0 out of 10, Exceptional, (5)
"The house was everything we needed for a weekend away! The house was very clean and cute esthetics. The back yard was great for the dogs. Claudea gave us great recommendations for places to eat. We would def rebook this house! "
Cozy House less than two miles from Ocean Beaches

Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

10.0 out of 10, Exceptional, (2)
"Lovely to be away in a spot just hidden enough to be accessible from the main road but not close to it. Near to the beach but not on top of it. Perfect! Quiet, woody, peaceful, restful and pet friendly. A hidden gem. The only thing I regret is not having time to stay longer."
Montauk Cozy Beach Studio. Walk to private ocean beach & always pet friendly!

Stunning Hampton Holiday Family Fantasy for your Team

9.8 out of 10, Exceptional, (67)
"Great home"
Stunning Hampton Holiday Family Fantasy for your Team

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (19)
"Perfect spot for a girls weekend! Property/house as advertised, and the house was fully stocked with all amenities. Thanks for a wonderful stay!! "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Unobstructed Ocean Views ! A Beautiful Montauk Getaway

10.0 out of 10, Exceptional, (50)
"Super responsive host. Stayed in the offseason so pool was closed but was super quiet and the ocean is so close. "
Unobstructed Ocean Views ! A Beautiful Montauk Getaway

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (89)
"Tuvimos un finde increíble en la casa, súper cómoda y bonita "
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Beach House

9.8 out of 10, Exceptional, (51)
"We had such a great experience here! Joseph was so gracious and responsive and went above and beyond to make our stay great. His place is so cute with a mix of whimsical and really convenient touches. Our dog loved the yard, too! The neighborhood is gorgeous, too. We wished we had more time to explore the area and to take advantage of all the house has to offer. "
Beach House

MONTAUK Beach House with pool… Perfect for Families & Friends

9.8 out of 10, Exceptional, (25)
"Charlie is very responsive and the property is beautiful."
MONTAUK Beach House with pool… Perfect for Families & Friends

Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort

10.0 out of 10, Exceptional, (55)
"Lovely, spacious and clean. We spent our Christmas holiday together with our family and the house was spacious and spotless. We had 5 adults with 2 small children in house. We hosted Christmas dinner for us and local family. Great space. Would love to rent in summer months to utilize outdoor space"
Updated kitchen, king+queen beds, AC, walk to beach, 1 min to Waters Edge Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Sag Harbor

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1162)
"Above and beyond what we expected for an off-season stay! Beautifully maintained property, gorgeous view from our room's balcony, kind and helpful staff. Will definitely be back in the near future."
The price is SAR 567
SAR 721 total
includes taxes & fees
12 May - 13 May
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.6 out of 10, Excellent, (371)
"Perfect for a quick getaway. The location can’t be beat. Loved the beach-themed decor also."
The price is SAR 510
SAR 624 total
includes taxes & fees
28 Apr - 29 Apr
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (282)
"2nd loft bedroom/bath was especially nice"
The price is SAR 535
SAR 693 total
includes taxes & fees
28 Apr - 29 Apr
Windward Shores Ocean Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.