Top Southold Cabin Rentals

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

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Recommended hotels in Southold

1. The Shoals Suites and Slips

Southold

Melissa

CA $354 total

includes taxes & fees

Oct 1 - Oct 2

2. Zey Hotel

Greenport

Renee

CA $267 total

includes taxes & fees

Sep 15 - Sep 16

3. Sound View Greenport

Greenport

Irene

CA $460 total

includes taxes & fees

Oct 1 - Oct 2

4. Silver Sands Motel & Beach Bungalows

Greenport

Sirikhwan

CA $473 total

includes taxes & fees

Oct 6 - Oct 7

5. The Chequit

The Heights

Kristin

CA $301 total

includes taxes & fees

Oct 4 - Oct 5

6. The Harbor Front Inn

Greenport

Michael

CA $418 total

includes taxes & fees

Oct 4 - Oct 5

A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

7. House on Chase Creek

The Heights

Calvin

CA $340 total

includes taxes & fees

Oct 5 - Oct 6

8. Shelter Island House

Shelter Island Heights

Dorothy

CA $318 total

includes taxes & fees

Oct 4 - Oct 5

9. Cliffside Resort Condominiums

Greenport

Christine

CA $585 total

includes taxes & fees

Sep 27 - Sep 28

10. North Fork Resort

Greenport

Lisa

CA $474 total

includes taxes & fees

Sep 30 - Oct 1

11. Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

Carolyn

CA $131 total

includes taxes & fees

Sep 7 - Sep 8

12. The Pridwin Hotel

Shelter Island Heights

Anna

CA $908 total

includes taxes & fees

Sep 8 - Sep 9

13. The Bentley Hotel Southampton

Southampton

Frank

CA $262 total

includes taxes & fees

Oct 5 - Oct 6

14. Hamlet Inn

Southampton

Thomas

CA $227 total

includes taxes & fees

Sep 27 - Sep 28

15. Clinton Motel

Clinton

Selena

CA $124 total

includes taxes & fees

Sep 14 - Sep 15

16. Quality Inn Old Saybrook - Westbrook

Old Saybrook

Theresa

CA $161 total

includes taxes & fees

Sep 27 - Sep 28

17. American Beech Hotel

Greenport

Mary

CA $547 total

includes taxes & fees

Sep 21 - Sep 22

18. Hampton Bays Hotel on Main

Hampton Bays

Deborah

CA $177 total

includes taxes & fees

Sep 7 - Sep 8

19. Econo Lodge Inn & Suites Old Saybrook Westbrook

Old Saybrook

Kenneth

CA $114 total

includes taxes & fees

Oct 4 - Oct 5

20. Oyster Estate

Greenport

Jenny

CA $558 total

includes taxes & fees

Oct 5 - Oct 6

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Top Southold Hotel Reviews

Zey Hotel

10/10 Excellent

"The manager, James was so helpful during our stay. We loved that there was parking and a lovely home base during our getaway in Greenport. We loved the Zen feel, garden and lounge where we could read and relax during our stay. Our room was cozy and cool!"

North Fork Resort

8/10 Good

"My sisters and I booked a 2 bedroom cottage for a long weekend around Greenport. The listing said it was a 2 bedroom with queen beds but when I arrived I realized one room was only a full so one of us had to sleep on the pull out couch for us all to be comfortable. You also definitely need a car. It’s a 45 min walk from the train station so if you’re coming from the city it’s not a convenient location and it’s off a busy road. The cottage did have lots of kitchen amenities and a grill which is great if you’re looking for some easy meals. The shower’s water pressure was great and the air conditioning was effective. Unfortunately you can’t open any windows because there are no screens in the windows and the area is buggy. Overall, the place was nice but the rooms are smaller than I expected and you’re far from everything (even the main reception and pool)"

Faraway Sag Harbor

8/10 Good

"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful to have the new staff welcome guests and perhaps give a priority rate or welcome massage etc."

Find out more about Southold

Southold Cabin Rentals information

Number of reviews	2,656
Accommodation	9 Cabin Rentals
Lowest Price	CA $114
Highest Price	CA $908

Frequently asked questions

What are the best cabins near Southold?

Ranging from small and rustic to large and luxurious, you have 39 cabins to choose from in and around Southold. Top options include Rustic Lakeside Cabin At White Gate Farm and Cabin - Treehouse - Countryside - Farm Animals.

Are there cheap cabins near Southold?

For a memorable vacation in nature, look no further than our cheap cabins near Southold. Wake every morning to the sounds of wildlife and birds from one of our cozy cabin rentals priced from CA $114 to CA $908 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

What are the best mountain cabins near Southold?

If you're yearning for crisp air and stunning views, escape the city and stay in a Southold mountain cabin. Unplug from it all at Rustic Lakeside Cabin At White Gate Farm. This lofty stay has all the ingredients for an idyllic escape, including a microwave oven and a kitchen. Or, enjoy a taste of the mountain lifestyle at Mohegan Cabin Estate. It comes with winery tours, a microwave oven and more.

What are the best pet-friendly cabins near Southold?

You won't have to organize a pet sitter if you're on your way to Southold. Pooch-friendly properties like Rustic Lakeside Cabin At White Gate Farm will make you and your four-legged pal feel welcome and cared for. Children's activities and on-site watersports are among the conveniences here. Remote Long Island Lakefront Cabin W is also a paw-fect option for pets and their owners. A deck and a queen bed are some of its amenities.

What are the best cabins with pools near Southold?

Staying in a cabin rental with a pool adds another level of excitement to your vacation. If you're chasing one near Southold, Cabin - Water Mill Wooded Escape has useful amenities like a swimming pool and fitness facilities to make your poolside getaway even more memorable. Spacious And New Deluxe Cabin In Family Campground In Northeastern Ct is another top pick and features on-site watersports and a swimming pool.

Can I find beach cabins near Southold?

Pack a few Hawaiian shirts and soak up the seaside vibes at Rustic Lakeside Cabin At White Gate Farm. This Southold beach cabin has amenities including on-site watersports and beach sun loungers. Lagoon Lodge: North Fork, Charming 3br also promises a sun-soaked escape. Featuring clothes washing facilities and children's activities, it's where many beach vacation memories are made.

What are the best weekend cabin rentals in Southold?

Nothing beats a weekend cabin getaway after a draining week at work. Swap your cramped office for two or three days in the great outdoors at Rustic Lakeside Cabin At White Gate Farm. On-site watersports and a private beach are some handy amenities it offers. Alternatively, clear away some cobwebs at Cabin - Treehouse - Countryside - Farm Animals. Settle in here and enjoy access to a patio and a fireplace.

What are the best cabin prices near Southold?

With prices starting from just CA $114 a night for a cabin rental near Southold, there's no reason to bother with that impossible-to-pitch tent.

Can I find log cabins in Southold?

If you find yourself pining for a less hectic pace of life, you'll discover it at one of our log cabins in Southold. For example, The Retreat Log Cabin. Spend your days here going boating and parasailing and then return home to its rustic charms. You can also hit the brakes at Log Cabin, 5 Min To Casino With Pond. When you're ready to explore beyond your cozy digs, snowboarding and canoeing opportunities are nearby.

What are the highest-rated cabins in Southold?

There are some rentals that are just about perfect. Remote Long Island Lakefront Cabin W is one of them. With an impressive rating, it comes with useful amenities such as a patio and a fireplace. Another terrific option is Cabin - Treehouse - Countryside - Farm Animals. A patio and a fireplace are a few of the conveniences here.

Why should I book a cabin in Southold?

Affordability, comfort, rustic charm — there are lots of reasons to book a Southold cabin. Escape the loud and lively city and wake up to the sounds of birds and wildlife. There's ample adventure within striking distance too. Whether you're taking a break with family, friends or your sweetheart, you'll locate the ideal cabin on Expedia.

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Book Cabin Rentals in Southold on Expedia.com

Find Cabins in Southold for Rent from CA $114

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Southold

1. The Shoals Suites and Slips

2. Zey Hotel

3. Sound View Greenport

4. Silver Sands Motel & Beach Bungalows

5. The Chequit

6. The Harbor Front Inn

7. House on Chase Creek

8. Shelter Island House

9. Cliffside Resort Condominiums

10. North Fork Resort

11. Pier Blue Inn Old Saybrook - Essex

12. The Pridwin Hotel

13. The Bentley Hotel Southampton

14. Hamlet Inn

15. Clinton Motel

16. Quality Inn Old Saybrook - Westbrook

17. American Beech Hotel

18. Hampton Bays Hotel on Main

19. Econo Lodge Inn & Suites Old Saybrook Westbrook

20. Oyster Estate

Find vacation rentals that suit your style

Top Southold Hotel Reviews

Zey Hotel

Find out more about Southold

Southold Cabin Rentals information

Frequently asked questions

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