Horton Point Lighthouse, the landmark navigational architecture built in 1857 commissioned by George Washington, on Long Island, Southold, New York, USA

Vacation Rentals in Town of Southold Town

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Our top choices for Town of Southold Town vacation rentals

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (22 reviews)
"Great stay & great staff!"
United States
James
The price is ¥57,812
¥66,051 total
includes taxes & fees
Jun 22 - Jun 23
North Fork Resort

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (255 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is ¥29,783
¥40,997 total
includes taxes & fees
Jun 14 - Jun 15
Cliffside Resort Condominiums

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is ¥36,734
¥55,167 total
includes taxes & fees
Jun 15 - Jun 16
American Beech in Greenport - Petite King Room 7

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is ¥54,860
¥108,495 total
includes taxes & fees
Jun 15 - Jun 16
Northfork Townhouse walk to all

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (12 reviews)
"The place was as advertised and in great walking distance to everything in town! "
United States
Liz H.
The price is ¥49,851
¥102,080 total
includes taxes & fees
Jun 15 - Jun 16
Renovated Townhouse walk to all

Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"yes the house had everything we needed"
United States
patricia m.
Beachfront Greenport Villa

Breakwater Estate… perfect for Large Group Getaways!

Breakwater Estate… perfect for Large Group Getaways!
Mattituck
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property. Great pool, We had a great time."
United States
william p.
The price is ¥158,302
¥283,892 total
includes taxes & fees
Jun 25 - Jun 26
Breakwater Estate… perfect for Large Group Getaways!

New Construction Greenport Pool House - 3 Blocks from Town

New Construction Greenport Pool House - 3 Blocks from Town
Greenport
10.0 out of 10, Exceptional, (3 reviews)
"This was a great house for a large group! It was clean, and the backyard was perfect for our group to enjoy. The host was quick to respond to any questions we had. "
United States
Alexis P.
The price is ¥211,123
¥327,973 total
includes taxes & fees
Jul 12 - Jul 13
New Construction Greenport Pool House - 3 Blocks from Town

American Beech in Greenport - Deluxe King 6

American Beech in Greenport - Deluxe King 6
Greenport
2.0 out of 10, (1 review)
"Not as advertised. Very disappointed "
United States
Jeffrey
The price is ¥43,150
¥63,413 total
includes taxes & fees
Jun 15 - Jun 16
American Beech in Greenport - Deluxe King 6

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (44 reviews)
"The place was super cozy and the host was wonderful! "
United States
Philip L.
The price is ¥21,511
¥39,953 total
includes taxes & fees
Jun 26 - Jun 27
1-bedroom cottage with Grove Beach 🏖️ access.

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village
Stonington
9.8 out of 10, Exceptional, (180 reviews)
"A bright and cozy vibe as well as being thoroughly equipped with everything to make our stay comfortable.We appreciated the winter escape and enjoyed Stonington, Mystic, and Westerly. A lovely stay!"
United States
Dawn R.
The price is ¥20,051
¥46,639 total
includes taxes & fees
Jun 18 - Jun 19
Comfortable Living in Casual 100 yr old Home, 10 min walk to Stonington Village

Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
Norwich
9.8 out of 10, Exceptional, (52 reviews)
"Great location"
United States
Jeff F.
The price is ¥23,440
¥45,781 total
includes taxes & fees
Jun 23 - Jun 24
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

A Mystic Stay as Sweet as Apple Pie!

A Mystic Stay as Sweet as Apple Pie!
Old Mystic
10.0 out of 10, Exceptional, (9 reviews)
"Absolutely adorable. Would stay again!!"
United States
Logan
The price is ¥17,310
¥35,908 total
includes taxes & fees
Jun 15 - Jun 16
A Mystic Stay as Sweet as Apple Pie!

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

New England Hospitality at the Carriage House Mystic Vacation Rentals LLC
Old Mystic
10.0 out of 10, Exceptional, (35 reviews)
"Was one of the nicest places I have stayed"
United States
Ray G.
The price is ¥13,463
¥30,842 total
includes taxes & fees
Jun 15 - Jun 16
New England Hospitality at the Carriage House Mystic Vacation Rentals LLC

3 bed apartment, 5 mi to Mohegan/10 to Foxwoods

3 bed apartment, 5 mi to Mohegan/10 to Foxwoods
Laurel Hill
9.6 out of 10, Exceptional, (43 reviews)
"Enjoyed our stay, plenty of room and quiet. Had everything we needed and more. I will rent again for sure."
United States
chad m.
The price is ¥15,159
¥28,943 total
includes taxes & fees
Jun 14 - Jun 15
3 bed apartment, 5 mi to Mohegan/10 to Foxwoods

Cozy, comfy,quiet &close to casinos

Cozy, comfy,quiet &close to casinos
Montville
9.4 out of 10, Exceptional, (56 reviews)
"Clean home. Couldn’t be easier to get to Mohegan Sun! Very convenient."
United States
Angela
The price is ¥17,180
¥42,857 total
includes taxes & fees
Jun 17 - Jun 18
Cozy, comfy,quiet &close to casinos

Peaceful Oasis Steps from Mohegan Sun

Peaceful Oasis Steps from Mohegan Sun
Norwich
10.0 out of 10, Exceptional, (35 reviews)
"Nice stay"
United States
WINFOR
The price is ¥26,009
¥49,056 total
includes taxes & fees
Jun 23 - Jun 24
Peaceful Oasis Steps from Mohegan Sun

Grey comfort room

Grey comfort room
New London
Grey comfort room

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Norwich
10.0 out of 10, Exceptional, (42 reviews)
"My girlfriend and I had a wonderful time here it was GREAT.!"
United States
Kareem
The price is ¥25,265
¥51,272 total
includes taxes & fees
Jun 22 - Jun 23
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Luxe Condo in Norwich Less Than 3 Minutes From Mohegan Sun

Luxe Condo in Norwich Less Than 3 Minutes From Mohegan Sun
Norwich
9.0 out of 10, Wonderful, (19 reviews)
"We haf a great stay woukd love to do again sonetime."
United States
Bethany R.
The price is ¥26,468
¥37,977 total
includes taxes & fees
Jul 1 - Jul 2
Luxe Condo in Norwich Less Than 3 Minutes From Mohegan Sun
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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Vacation Apartments in Town of Southold Town

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