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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Cottages in Southold

Direct waterfront renovated cottage.
Exterior

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (83)
"Beautiful location on water, comfortable cottage "
Direct waterfront renovated cottage.
Fabulous Waterfront Property in the Heart of Wine Country
Exterior

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (182)
"Beautiful view, clean house, great location "
Fabulous Waterfront Property in the Heart of Wine Country
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Property grounds

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (99)
"My husband and I brought our puppy. He had a great time running around the yard and beach. We enjoyed our stay and hope to return. The property is beautiful and we were very happy to find a pet friendly place on the water and close to town."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

9.4 out of 10, Exceptional, (31)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is AED 324
AED 740 total
includes taxes & fees
6 Oct - 7 Oct
1-bedroom cottage with Grove Beach 🏖️ access.
Sweet Cottage in Beach Community
Property grounds

Sweet Cottage in Beach Community

9.8 out of 10, Exceptional, (18)
"This house was so cozy and welcoming. We loved having some games to play, cozy beds, and an easy walk or drive to the local beach--great for kiddo!"
Sweet Cottage in Beach Community
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Exterior

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

10.0 out of 10, Exceptional, (81)
"This was a great property and close to many things to see and visit. The welcome note and goodies were much appreciated. Great communication from the host!!!"
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
The gardners Cottage 1 mile from long Island Sound - pet friendly
Exterior

The gardners Cottage 1 mile from long Island Sound - pet friendly

10.0 out of 10, Exceptional, (17)
"Robin was an excellent host and the cottage was beautiful and very well kept! After a very long work day, it was so relaxing to sit in the garden."
The gardners Cottage 1 mile from long Island Sound - pet friendly
Southampton cozy cottage by the beach
Exterior

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Sun loungers, beach towels

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.4 out of 10, Exceptional, (41)
"I went with family for a memorial celebration for a family member who had passed away. Worked out great and enjoyed the back deck & fire pit! Also, beds were comfy and open kitchen & LR were great for entertaining! Thank you Billy:)"
The price is AED 493
AED 1,360 total
includes taxes & fees
15 Oct - 16 Oct
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Cottage on Beach front Estate with Dockage .Walk to Village
Terrace/patio

Cottage on Beach front Estate with Dockage .Walk to Village

10.0 out of 10, Exceptional, (71)
"Myself my BF and my dog had a wonderful time."
Cottage on Beach front Estate with Dockage .Walk to Village
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Exterior

Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.

10.0 out of 10, Exceptional, (2)
"The little cottage in quaint Jamesport was perfect! Felt like you were back in simpler times and able to walk to near restaurants/ beach. Joe was always responsive with all questions. Hope to visit again soon! "
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Outdoor dining

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

10.0 out of 10, Exceptional, (64)
"Loved the salt marsh with all the birds. The views at the beach were amazing! Scott and Mary-Jo were wonderful! I would definitely stay again!"
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach
Exterior

Direct LI sound waterfront cottage, one level living in Hawks Nest Beach

9.4 out of 10, Exceptional, (3)
"Perfect little beachfront cottage right on the water ...a few steps across your own beach. We had a very relaxing, comfortable visit."
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach
Luxury Tiny Home In Niantic
Exterior

Luxury Tiny Home In Niantic

10.0 out of 10, Exceptional, (5)
"This property is perfect for 2-3 guests and located within short distance to town. The house is well built and very clean. Five Stars"
The price is AED 631
AED 1,246 total
includes taxes & fees
14 Oct - 15 Oct
Luxury Tiny Home In Niantic
Adorable Cottage with Cottage porch, walk to water & town
Exterior

Adorable Cottage with Cottage porch, walk to water & town

8.8 out of 10, Excellent, (6)
"Great host and property"
Adorable Cottage with Cottage porch, walk to water & town
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Terrace/patio

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

9.8 out of 10, Exceptional, (78)
"This was the best place to celebrate my family member’s 60th! Being right on the water was amazing! We enjoyed the outdoor fire pit, the beachy air and the outdoor setting. Inside was clean and adorable. The bunk beds were much larger than appears in the picture. If you want a little getaway to enjoy the salty air, I highly recommend! The owner was very timely in getting back regarding any questions I had and was friendly. "
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Lovely Cottage in the Heart of Long Island Wine country
Exterior

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (29)
"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"
Lovely Cottage in the Heart of Long Island Wine country
Hidden gem! Southampton beach cottage
Smart TV

Hidden gem! Southampton beach cottage

10.0 out of 10, Exceptional, (1)
Hidden gem! Southampton beach cottage
Hamptons Vacation Rental w/ Seasonal Pool!
Cottage (3 Bedrooms) | Interior

Hamptons Vacation Rental w/ Seasonal Pool!

3.0 star property
Hamptons Vacation Rental w/ Seasonal Pool!
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Exterior

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (3)
"A perfect stay - John and his family were truly wonderful. The house is attached to thier main house, but also very private and secure. We were in town for a wedding weekend and this was the perfect spot for us - truly a beatuiful property! John was helpful in telling us about all of the local spot and supplying us with everything we needed. His wife even welcomed us with a cheese board and wine! Thanks John and family - we had a great time!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
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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Top Southold Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"All new decor . Very clean . Helpful staff"
Patricia 1-night trip
Posted 2 days ago
Greenview Inn Riverhead

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