Compare Southold Cottage Rentals

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Featured Cottages in Southold

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort

3 out of 5
690 Queen St Greenport NY
$177 nightly
The price is $203 total per night
$203 total
Apr 12 - Apr 13
Total with taxes and fees
North Fork Cottages & RV Resort features free WiFi in public areas, a seasonal outdoor pool, and laundry facilities. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a gift shop, barbecue grills, and a picnic area.
1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT
$162 nightly
The price is $183 total per night
$183 total
Apr 20 - Apr 21
Total with taxes and fees
Guests staying at this cottage have access to a garden and barbecue grills.
Fairy Tale Guest Cottage in Magic Garden by Pool

Fairy Tale Guest Cottage in Magic Garden by Pool

Bridgehampton NY
At this cottage, guests have access to an outdoor pool and a garden.
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

greenport NY
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Cottage on Beach front Estate with Dockage .Walk to Village

Cottage on Beach front Estate with Dockage .Walk to Village

greenport NY
At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Beach Cottage, private beach and pass

Beach Cottage, private beach and pass

East Lyme CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook

Old Saybrook CT
At this cottage, guests have access to barbecue grills.
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Westbrook CT
At this cottage, guests have access to features like laundry facilities. This beach cottage also has barbecue grills.
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Old Saybrook CT
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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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.

Hotel Options in Southold

    The Shoals Suites and Slips

    The Shoals Suites and Slips

    61600 Main Rd Southold NY
    $179 nightly
    The price is $201 total per night from Apr 26 to Apr 27
    $201 total
    Apr 26 - Apr 27
    Total with taxes and fees
    9.4/10 Exceptional! (259 reviews)
    Vine & Sand

    Vine & Sand

    47100 New York 25 Southold NY
    $389 nightly
    The price is $444 total per night from Apr 29 to Apr 30
    $444 total
    Apr 29 - Apr 30
    Total with taxes and fees
    9.8/10 Exceptional! (16 reviews)
    Water's Edge Resort & Spa

    Water's Edge Resort & Spa

    1525 Boston Post Road Westbrook CT
    $274 nightly
    The price is $315 total per night from Apr 17 to Apr 18
    $315 total
    Apr 17 - Apr 18
    Total with taxes and fees
    8.8/10 Excellent! (1,004 reviews)

Cottages

Book a cottage in Southold
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Southold. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Southold better.

Cottage apartments in Southold range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Southold
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Southold and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Southold cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Southold. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Southold Cottages essential information

Accommodation
193 Cottages
Lowest Price
$183
Highest Price
$444
Popular accommodation
North Fork Cottages & RV Resort, 1-bedroom cottage with Grove Beach 🏖️ access., Fairy Tale Guest Cottage in Magic Garden by Pool, 'The Gate House'on Beach front Estate with Dockage. Walk to Village ., Cottage on Beach front Estate with Dockage .Walk to Village, Beach Cottage, private beach and pass, Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook, 4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill, Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

More to Explore