Top Southold Cabin Rentals

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

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Recommended hotels in Southold

A storefront with a sign reading "THE SHOALS".

1. The Shoals Suites and Slips

Southold

Masayo

CA $333 total

includes taxes & fees

Oct 26 - Oct 27

A coastal building with large windows, a deck, and a view of the sea at sunset.

2. Sound View Greenport

Greenport

Christine

CA $296 total

includes taxes & fees

Nov 22 - Nov 23

A restaurant with a signboard listing its hours of operation.

3. Zey Hotel

Greenport

Renee

CA $269 total

includes taxes & fees

Nov 2 - Nov 3

A hotel sign with the name 'The Harbor Front Inn'.

4. The Harbor Front Inn

Greenport

Antrii

CA $273 total

includes taxes & fees

Nov 22 - Nov 23

A row of white single-story houses with a gravel driveway and a grassy lawn.

5. Silver Sands Motel & Beach Bungalows

Greenport

Keith

CA $382 total

includes taxes & fees

Nov 2 - Nov 3

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

6. The Chequit

The Heights

Patrick

CA $239 total

includes taxes & fees

Nov 1 - Nov 2

7. Cliffside Resort Condominiums

Greenport

William

CA $427 total

includes taxes & fees

Nov 12 - Nov 13

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

8. House on Chase Creek

The Heights

CA $297 total

includes taxes & fees

Nov 2 - Nov 3

9. Shelter Island House

Shelter Island Heights

Dorothy

CA $323 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

10. Oyster Estate

Greenport

Allison

CA $377 total

includes taxes & fees

Nov 22 - Nov 23

A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

11. American Beech Hotel

Greenport

Mary

CA $459 total

includes taxes & fees

Oct 25 - Oct 26

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

12. North Fork Resort

Greenport

Altynai

CA $481 total

includes taxes & fees

Oct 29 - Oct 30

A building with a brick facade, a porch with steps, an American flag, and a sign with a ship and text.

13. Sag Harbor Inn

Sag Harbor

Terri

CA $352 total

includes taxes & fees

Nov 1 - Nov 2

A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

14. Shorewood Inn

Riverhead

Kathleen

CA $165 total

includes taxes & fees

Oct 25 - Oct 26

A modern building with a covered outdoor seating area and a well-maintained lawn.

15. The Bentley Hotel Southampton

Southampton

Armando

CA $217 total

includes taxes & fees

Oct 31 - Nov 1

A two-story hotel with a modern design, featuring a prominent black and white striped awning, large windows, and a well-maintained front garden with various plants and flowers.

16. The Menhaden

Greenport

Daniel

CA $584 total

includes taxes & fees

Nov 8 - Nov 9

A two-story house with a balcony, a patio with outdoor furniture, and a fenced backyard.

17. The SandPiper

Pipes Cove

Manuela C.

CA $358 total

includes taxes & fees

Nov 10 - Nov 11

A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

18. Aqua Vista

Pipes Cove

Kerri L.

CA $358 total

includes taxes & fees

Nov 9 - Nov 10

A house with a white front porch and a window with a white frame.

19. Harbor Heights

Pipes Cove

Steven R.

CA $341 total

includes taxes & fees

Nov 2 - Nov 3

A two-story house with a front porch and a pathway leading to the entrance.

20. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Pipes Cove

"We had a wonderful stay in Greenport! The location was absolutely perfect, and one of the things we loved most was being able to walk to town and the beautiful harbor. Everything was so conveniently located, from the charming shops and wonderful restaurants to the lovely waterfront, making it easy to enjoy everything Greenport has to offer without needing to drive. We would happily stay here again and highly recommend this place to anyone looking for a wonderful Greenport getaway!"

Nino

CA $514 total

includes taxes & fees

Nov 2 - Nov 3

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Top Southold Hotel Reviews

The Bentley Hotel Southampton

10/10 Excellent

"Perfect one day stay. I would stay here again and can recommend it to others."

The Hampton Maid

10/10 Excellent

"The rooms were well appointed. Spacious rooms. Beds were very comfortable with nice cotton linens. Complimentary bottled water was appreciated. My son loved the playground. Would like to come back when the pool is open. There was only a few things missing, such a hair dryer and slippers. We did ask for a small step stool for my son so he can reach the sink to brush his teeth but they did seem to have one on the premise. Breakfast service was poor."

Zey Hotel

10/10 Excellent

"The hotel had a good vibe and energy! Lots of artwork and was very charming. It has a bed and breakfast feel to it. The parking is behind the hotel and free and convenient. It’s right on Main Street and walking distance to all restaurants and bars. The staff especially James was warm and friendly and accommodating. We had a great time checking out all the cool lounge areas in the hotel. The room was clean and charming as well. Would definitely stay here again the next time we visit Greenport"

Quality Inn Old Saybrook - Westbrook

8/10 Good

"Room was spacious, comfortable and clean. Overall the hotel was nice. The decorating was a bit off putting and looked like it had been done in the 1970’s and never changed; orange and avocado green with brown carpet. If you can get past that it was a good place to stay. Breakfast was very nice with plenty of hot and cold choices. For me, the fact that it was open from 7:30 til 10 am was very nice. I would stay here again."

Hilton Garden Inn Riverhead

10/10 Excellent

"This hotel was so conveniently located on a main road, right off the 495, near so many restaurants and stores and a few minute drive to the wineries and farms. The property was spotless and very nice and accommodating. We had a 2 queen room for a family of 4 and it was perfectly spacious. We have small kids so we used the pool and hot tub. The pool was a little too cold for my liking but my kids had a blast. The hotel was great all around. I am sure we will be back again next fall!"

Find out more about Southold

Southold Cabin Rentals information

Number of reviews	3,559
Accommodation	9 Cabin Rentals
Lowest Price	CA $165
Highest Price	CA $584

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 $165 to CA $584 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 $165 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 $165

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Southold

1. The Shoals Suites and Slips

2. Sound View Greenport

3. Zey Hotel

4. The Harbor Front Inn

5. Silver Sands Motel & Beach Bungalows

6. The Chequit

7. Cliffside Resort Condominiums

8. House on Chase Creek

9. Shelter Island House

10. Oyster Estate

11. American Beech Hotel

12. North Fork Resort

13. Sag Harbor Inn

14. Shorewood Inn

15. The Bentley Hotel Southampton

16. The Menhaden

17. The SandPiper

18. Aqua Vista

19. Harbor Heights

20. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Find vacation rentals that suit your style

Top Southold Hotel Reviews

The Bentley Hotel Southampton

Find out more about Southold

Southold Cabin Rentals information

Frequently asked questions

Explore a world of travel with Expedia