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Check prices for these dates

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1 Aug - 3 Aug
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8 Aug - 10 Aug
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22 Aug - 24 Aug
In two months
19 Sep - 21 Sep

Cottages in Southold

Fairy Tale Guest Cottage in Magic Garden by Pool
Exterior

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (69)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool
Sweet Cottage in Beach Community
Property grounds

Sweet Cottage in Beach Community

10.0 out of 10, Exceptional, (8)
"Cute cottage, newly refurbished, quiet, nice neighborhood, well stocked."
Sweet Cottage in Beach Community
'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, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Charming and Bright Cottage with Salt Water Pool
Smart TV

Charming and Bright Cottage with Salt Water Pool

10.0 out of 10, Exceptional, (6)
"What a beautiful cottage. Clean and bright. Would definitely stay again!"
Charming and Bright Cottage with Salt Water Pool
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, (71)
"We stayed at this property last year and again this year. You can’t beat the location and the house is perfect for a group of family or friends. We had a lovely time and look forward to another stay in the future!"
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
Luxurious 3 BR Cottage w/ Ocean View Balcony
Exterior

Luxurious 3 BR Cottage w/ Ocean View Balcony

10.0 out of 10, Exceptional, (1)
Luxurious 3 BR Cottage w/ Ocean View Balcony
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, (25)
"we had such a fun weekend out in southold! Cottage was perfect for us for a cold rainy weekend. Everything was so close to the house. Will definitely be back in the summer!"
Lovely Cottage in the Heart of Long Island Wine country
Charming 3-bedroom cottage short walk to Chalker Beach
Outdoor dining

Charming 3-bedroom cottage short walk to Chalker Beach

10.0 out of 10, Exceptional, (2)
"Lovely location very close to Harvey's Beach and local attractions . Home is very well kept in a quiet neighborhood "
Charming 3-bedroom cottage short walk to Chalker Beach
CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE
Property grounds

CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE

10.0 out of 10, Exceptional, (13)
"We had a fantastic weekend at Nancy’s cottage in Flanders! The cottage is extremely comfortable - a nice sitting room, an open and well-lit kitchen, eating area, a spacious deck, and an incredible backyard (the best part). The bedrooms are comfortable as well. The backyard is set with a lovely deck We had a truly amazing time at this home! When we arrived we were greeted by Rick( the caretaker)with a helpful welcome binder and a truly beautiful house. It was clean, spacious and exactly what was...
CHARMING WATERFRONT ENGLISH COTTAGE WITH PRIVATE BAY BEACH IN A NATURE PRESERVE
Southampton cozy cottage by the beach
Beach

Southampton cozy cottage by the beach

The price is AED 1,098
AED 2,614 total
includes taxes & fees
24 Jul - 25 Jul
Southampton cozy cottage by the beach
Charming Westbrook Cottage, Steps to Private Beach
Exterior

Charming Westbrook Cottage, Steps to Private Beach

9.8 out of 10, Exceptional, (6)
"Cozy cottage, good location, nice access to the Sound."
Charming Westbrook Cottage, Steps to Private Beach
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

9.2 out of 10, Wonderful, (27)
"Loved the overall stay and experience. The private beach access is a bonus"
The price is AED 479
AED 1,046 total
includes taxes & fees
27 Jul - 28 Jul
1-bedroom cottage with Grove Beach 🏖️ access.
Charming newly renovated 2-bedroom cottage in delightful Woodcliff Park
2 bedrooms, free WiFi, bed sheets

Charming newly renovated 2-bedroom cottage in delightful Woodcliff Park

2.0 star property
10.0 out of 10, Exceptional, (1)
"Lovely little cottage in a summer community. This house is cozy and newly renovated. 2 wide screen TVs. New kitchen and bathrooms and nicely furnished rooms. Sleeps 3. Has a lovely deck. Rustic walk to the beach. We really liked it!"
Charming newly renovated 2-bedroom cottage in delightful Woodcliff Park
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

10.0 out of 10, Exceptional, (1)
"We had the absolute best time! The property is right on the beach and you just can’t beat the view from your porch. Our toddlers loved being able to go back and forth throughout the day and it had all the amenities we could have asked for, even double ply toilet paper! Ely was a wonderful host and we’re looking forward to staying again in the future! "
Direct LI sound waterfront cottage, one level living in Hawks Nest Beach
Direct waterfront renovated cottage.
Exterior

Direct waterfront renovated cottage.

10.0 out of 10, Exceptional, (75)
"Perfect stay in Madison. Beautiful location. Clean and comfy house. Will be back!"
Direct waterfront renovated cottage.
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Property grounds

Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

10.0 out of 10, Exceptional, (2)
"Wonderful stay in a remodeled stone house. Host was great and the house is very comfortable. We really enjoyed the beautifully restored building and all the touches throughout. "
The price is AED 1,157
AED 1,970 total
includes taxes & fees
24 Jul - 25 Jul
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Enchanted Waterfront Cottage
Smart TV, fireplace, books

Enchanted Waterfront Cottage

9.0 out of 10, Wonderful, (19)
"Easy process, owner was very responsive!"
Enchanted Waterfront Cottage
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

9.6 out of 10, Exceptional, (36)
"We had such a nice stay, the house was clean and had everything we needed."
The price is AED 1,270
AED 2,355 total
includes taxes & fees
27 Jul - 28 Jul
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
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)
"Very nice and comfortable property "
Adorable Cottage with Cottage porch, walk to water & town
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

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Great"
Steven 1-night trip
Posted 12 hours ago
The Atlantic Hotel

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