Southold Condominium Resorts to Rent

Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9
No exact matches found, but these alternatives could be just right

Recommended hotels in Southold

Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (259 reviews)
"Great stay, will definitely go again"
United States
ANTONIO J
$179 nightly
The price is $201
Apr 26 - Apr 27
Total with taxes and fees
The Shoals Suites and Slips
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.8 out of 10, Exceptional, (16 reviews)
"Wonderful stay"
United States
Judy
$389 nightly
The price is $444
Apr 29 - Apr 30
Total with taxes and fees
Vine & Sand
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Southold
$407 nightly
The price is $465
Apr 14 - Apr 15
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub

Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Southold
10.0 out of 10, Exceptional, (1 review)
"Must like historical houses and little sausage-shaped dogs. A seamless blend of old and mod. Room is meticulously shiny clean. Substantial bedding designed for a good night’s sleep. High-end details (furnishings, footed tub with heat lamp and fluffy robes), culture (gallery), included breakfast is simple perfection due to high-quality ingredients/sourcing (fresh pastries, eggs, butter, fruit). Pool and hot tub divine. Our hosts are upbeat and fun and really went beyond for us. There are great...
United States
Jessica P.
$443 nightly
The price is $507
Apr 14 - Apr 15
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub
Interior

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Southold
10.0 out of 10, Exceptional, (1 review)
"Great experience. Wonderful hosts. "
United States
Mark L.
$407 nightly
The price is $465
Apr 14 - Apr 15
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B Room--Room 3--Queen Bed and Ensuite Bathroom With Rain Shower
Interior

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower

Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Southold
$443 nightly
The price is $507
Apr 14 - Apr 15
Total with taxes and fees
Vine + Sand--Southold, NY'S Newest B&B--Room 2--King Bed and Ensuite Bathroom With Rain Shower
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (306 reviews)
"I enjoyed my stay at the Clinton Motel. The room had everything I needed for my one night stay. The front desk personnel were helpful and courteous. "
United States
william
$78 nightly
The price is $90
Apr 15 - Apr 16
Total with taxes and fees
Clinton Motel
Free daily continental breakfast

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (112 reviews)
"It was a nice stay, clean and friendly staff!"
United States
Sherrill
$96 nightly
The price is $110
Apr 20 - Apr 21
Total with taxes and fees
Spark by Hilton Guilford
Property grounds

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1,001 reviews)
"Very welcoming staff. Average accommodations but comfortable and convenient to supermarket. "
United States
Joseph
$76 nightly
The price is $88
Apr 14 - Apr 15
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (152 reviews)
"Clean rooms friendly staff"
United States
Crystal
$157 nightly
The price is $180
Apr 19 - Apr 20
Total with taxes and fees
The Niantic Inn
Cottage, 2 Bedrooms, Patio | Free WiFi, bed sheets

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.6 out of 10, Excellent, (11 reviews)
"great place to stay, clean and quiet....loved it"
United States
Darlin
$167 nightly
The price is $191
Apr 22 - Apr 23
Total with taxes and fees
North Fork Cottages & RV Resort
Interior

Floating Nest on Private River. Serene Views & Ultimate Relaxation

Floating Nest on Private River. Serene Views & Ultimate Relaxation
Old Lyme
$332 nightly
The price is $376
Apr 14 - Apr 15
Total with taxes and fees
Floating Nest on Private River. Serene Views & Ultimate Relaxation
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,007 reviews)
"nice area and quiet...eat and drink in the same place"
United States
michael
$101 nightly
The price is $116
Apr 20 - Apr 21
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
Exterior

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (241 reviews)
"The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric "
United States
Andrew
$89 nightly
The price is $103
Apr 14 - Apr 15
Total with taxes and fees
Tower Inn And Suites Of Guilford - Madison
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (469 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
$143 nightly
The price is $160
Apr 14 - Apr 15
Total with taxes and fees
Hamlet Inn
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (733 reviews)
"We really love the place. It was walking distance from some of the best steaks in Long Island. The staff was so friendly our room could possibly need a new coat of paint rather than that the room was in very good condition."
United States
Thomas
$92 nightly
The price is $105
Apr 14 - Apr 15
Total with taxes and fees
Shorewood Inn
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (231 reviews)
"Would stay again. "
United States
pamela
$69 nightly
The price is $79
Apr 14 - Apr 15
Total with taxes and fees
Lamplighter Motel - Clinton, Connecticut
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (249 reviews)
"Great stay - beautiful place"
United States
Rebecca
$182 nightly
The price is $208
Apr 29 - Apr 30
Total with taxes and fees
Cliffside Resort Condominiums
1 bedroom, desk, iron/ironing board, travel crib

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (40 reviews)
"Many local restaurants near by. Christy's for breakfast was very good. "
United States
Benjamin H.
$162 nightly
The price is $183
Apr 21 - Apr 22
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (644 reviews)
"This room was very clean, nice comfortable bed and sheets . Very clean bathroom and great towels "
United States
Greg
$80 nightly
The price is $92
Apr 14 - Apr 15
Total with taxes and fees
Liberty Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southold Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Lovely place for a quiet getaway off-season. Loved this place and will be back. Only disappointment was morning coffee … lacking flavor and lukewarm … but there is a wonderful shop just a few doors down with very good coffee. Nespresso machine in room. "
Laura 3-night trip
Posted 1 hour ago
The Harbor Front Inn

Find out more about Southold

Southold Condo Resorts information

Number of reviews
5,462
Accommodation
0 Condo Resorts
Lowest Price
$79
Highest Price
$507

Explore a world of travel with Expedia