A calm lake with a forest in the background during sunset.

Search Condos Rentals in Southold from CA $122

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Southold

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (331 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is CA $337
CA $420 total
includes taxes & fees
Oct 1 - Oct 2
The Shoals Suites and Slips
A spacious room with wicker furniture, large windows, and a view of the sea.

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (711 reviews)
"Great one night stay."
United States
Irene
The price is CA $371
CA $464 total
includes taxes & fees
Oct 1 - Oct 2
Sound View Greenport
A two-story house with a balcony, outdoor seating area, and a variety of plants.

3. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (390 reviews)
"Very excellent boutique hotel right on Main st. Beautiful garden for relaxing. Perfect location, friendly staff"
United States
shaun
The price is CA $282
CA $322 total
includes taxes & fees
Sep 1 - Sep 2
Zey Hotel
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (163 reviews)
"This was my first time in the North fork and this hotel was a total surprise It was absolutely wonderful The accommodations the service the food everything was a delight and we cannot wait to come back"
United States
Sol
The price is CA $489
CA $558 total
includes taxes & fees
Sep 23 - Sep 24
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (644 reviews)
"My family visited this hotel and were very pleased with our decision. Right in the heart of Greenport and minute walk to everything. Will plan to stay here again."
United States
Michael
The price is CA $328
CA $414 total
includes taxes & fees
Oct 1 - Oct 2
The Harbor Front Inn
A serene landscape with a calm body of water reflecting trees with autumn foliage.

6. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
The price is CA $342
CA $390 total
includes taxes & fees
Sep 8 - Sep 9
House on Chase Creek

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (289 reviews)
"Great place!"
United States
Christine
The price is CA $420
CA $604 total
includes taxes & fees
Sep 21 - Sep 22
Cliffside Resort Condominiums
An outdoor patio area with string lights, tables, chairs, and a fire pit.

8. The Chequit

The Chequit
3.0 star property
The Heights
9.2 out of 10, Wonderful, (54 reviews)
"Everything was great ! Wish we had been there when restaurant was open."
United States
Kathleen
The price is CA $366
CA $418 total
includes taxes & fees
Sep 9 - Sep 10
The Chequit
A sign for Pier Blue Guesthouse with a logo and name.

9. 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, (1,002 reviews)
"It was a very nice hotel. The room was clean and comfortable, the staff was friendly, and the location was convenient. We had a great stay and really enjoyed our time there."
United States
Egor
The price is CA $130
CA $149 total
includes taxes & fees
Sep 28 - Sep 29
Pier Blue Inn Old Saybrook - Essex
A deck with outdoor seating, overlooking a body of water with a sunset view.

10. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.4 out of 10, Exceptional, (113 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is CA $743
CA $934 total
includes taxes & fees
Sep 15 - Sep 16
The Pridwin Hotel
A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (52 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $412
CA $471 total
includes taxes & fees
Sep 7 - Sep 8
North Fork Resort
A parking lot with a building in the background.

12. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (333 reviews)
"Hotel was clean and the staff was pleasant. The pool was wonderful! I would stay there again."
United States
Selena
The price is CA $110
CA $126 total
includes taxes & fees
Sep 1 - Sep 2
Clinton Motel

13. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (64 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is CA $440
CA $502 total
includes taxes & fees
Sep 1 - Sep 2
Shelter Island House
A cozy living room with a wooden floor, a round dining table, a sofa, and a bookshelf.

14. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
The price is CA $412
CA $519 total
includes taxes & fees
Sep 7 - Sep 8
Oyster Estate
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

15. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (570 reviews)
"nice room for the price in season"
United States
Frank
The price is CA $211
CA $276 total
includes taxes & fees
Sep 15 - Sep 16
The Bentley Hotel Southampton
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

16. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (206 reviews)
"The hotel doesn’t reception doesn’t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
United States
kerri
The price is CA $516
CA $645 total
includes taxes & fees
Sep 1 - Sep 2
American Beech Hotel
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

17. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (497 reviews)
"The hotel was cute, comfy and in good central location"
United States
Shauna
The price is CA $188
CA $243 total
includes taxes & fees
Sep 29 - Sep 30
Hamlet Inn
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

18. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,004 reviews)
"staff is friendly and helpful breakfast had many options room was clean"
United States
Theresa
The price is CA $141
CA $162 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Old Saybrook - Westbrook
A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

19. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (808 reviews)
"Close to all , great for a night or 2- priced right"
United States
KAREN
The price is CA $252
CA $287 total
includes taxes & fees
Sep 1 - Sep 2
Shorewood Inn
A modern hotel room with a large bed, a framed picture on the wall, and a wooden floor.

20. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (104 reviews)
"Property was new and excellently maintained. Confusing check-in for less computer savvy seniors. No parking a big bummer. Excellent downtown location. We would recommend with these considerations."
United States
Deborah
The price is CA $163
CA $186 total
includes taxes & fees
Sep 1 - Sep 2
Hampton Bays Hotel on Main
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

Budget Host East End

Budget Host East End

10/10 Excellent
"Always a nice place and staff. Property dated a bit but always clean."
Gerard M 1-night trip
Posted less than an hour ago
Budget Host East End

Find out more about Southold

Southold Condo Rentals information

Number of reviews
5,373
Accommodation
8 Condo Rentals
Lowest Price
CA $122
Highest Price
CA $934

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