Southold Vacation Rentals

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Vacation Rentals in Southold

Windward Shores Ocean Resort
View from property
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (238)
"Good family friendly resort! Hope it’s a heated pool.. Easy Check-out before 11:00 am!"
The price is ₩332,384
₩409,247 total
includes taxes & fees
Jun 5 - Jun 6
Windward Shores Ocean Resort
Cliffside Resort Condominiums
Beach nearby
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (183)
"Wonderful stay and super clean! Can’t wait to come back. "
The price is ₩393,643
₩509,020 total
includes taxes & fees
Jun 18 - Jun 19
Cliffside Resort Condominiums
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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.

Other types of properties in Southold you may be interested in

The Shoals Suites and Slips
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (82)
"Lovely spot. Beautiful rooms and helpful staff. We will come again"
The price is ₩575,851
₩691,590 total
includes taxes & fees
Jun 25 - Jun 26
The Shoals Suites and Slips
Pier Blue Inn Old Saybrook - Essex
Property grounds
Pier Blue Inn Old Saybrook - Essex
2.0 star property
7.6 out of 10, Good, (788)
"Very clean room, nice view of the costal area from balcony. They are under remodling so some areas were umderstamdaly rough. Bit the awesome staff find us the perfect room was appreciated. We will stay there again soon."
The price is ₩108,703
₩125,008 total
includes taxes & fees
Jun 5 - Jun 6
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook
Indoor pool, sun loungers
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.6 out of 10, Good, (967)
"Great hotel for the money, though it's a little off the beaten path (I had no idea where to find Old Saybrook from the hotel location). Still, it was perfect for my needs. They had a nice (free) continental breakfast and the pool area was great. "
The price is ₩134,985
₩155,233 total
includes taxes & fees
Jun 6 - Jun 7
Quality Inn Old Saybrook - Westbrook
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.

Search for Vacation rentals in Southold on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Southold using one of the methods below:

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Look no further and take a look at our great range of rental properties in Southold!

Frequently asked questions

Can I find a vacation rental in Southold?

Yes, we offer vacation rentals close to top sights in Southold, or you can choose a secluded option if you'd like a relaxing place to stay. Southold is known for its wineries and beaches. Make sure you have time to check out the gardens and football games during your trip.

How many vacation rentals are there in Southold?

With 126 Expedia vacation rentals, you're sure to find just the right place for your Southold stay.

What’s there to see and do in Southold?

Horton Lane Beach and Horton Point Park are a couple of lovely local spots to get outside and enjoy nature. While here, Sparkling Pointe and Croteaux Vineyards are other places worth a visit.

What’s a vacation rental in Southold like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Southold. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for a family trip or a small group gathering.

Recent reviews of Southold properties
Expedia verified reviews

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

5/5 Excellent
"Beautiful luxury property with a great restaurant and charming bars. Nice surrounding gardens and right on the waterfront & marina. The room was roomy, beautifully furnished with a super comfortable bed and a great bathroom."
A verified traveler stayed at Saybrook Point Resort & Marina
Posted 13 hours ago
Saybrook Point Resort & Marina