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Stamford Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Stamford vacation rentals

A cabin with a sloped roof, wooden exterior, and a deck with outdoor seating.

1. A-Frame on Pudding Hill - Cedar Wood Burning Hot Tub + Outdoor Shower

A-Frame on Pudding Hill - Cedar Wood Burning Hot Tub + Outdoor Shower
Jefferson
9.6 out of 10, Exceptional, (14 reviews)
"Absolutely adorable little cabin. Beautifully decorated in a peaceful setting with great hiking nearby. Loved our stay."
United States
Yuliya L.
The price is ￥40,328
￥71,592 total
includes taxes & fees
Oct 4 - Oct 5
A-Frame on Pudding Hill - Cedar Wood Burning Hot Tub + Outdoor Shower
A wooden cabin interior with a kitchen area, wooden cabinets, a black stove, and a black refrigerator.

2. Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (22 reviews)
"Perfect little cabin for our Thanksgiving getaway! "
United States
Gabrielle G.
The price is ￥18,826
￥35,414 total
includes taxes & fees
Oct 4 - Oct 5
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
A wooden cabin with a welcoming sign, two Adirondack chairs, and a deck.

3. Peak Forest Cabin in the Woods

Peak Forest Cabin in the Woods
Bloomville
10.0 out of 10, Exceptional, (4 reviews)
"This cabin is brand new and was spotlessly clean. Its quiet location in the middle of the Catskills was lovely, but not far from food options. We especially enjoyed the fire pit in the back of the house. I would recommend this property to anyone considering a getaway."
United States
Christina H.
The price is ￥27,942
￥51,498 total
includes taxes & fees
Sep 29 - Sep 30
Peak Forest Cabin in the Woods
A natural landscape with a lake, rocky cliffs, and a bench.

4. Cozy Mountain Dome Escape in the Catskills

Cozy Mountain Dome Escape in the Catskills
Gilboa
10.0 out of 10, Exceptional, (4 reviews)
"We were camping with our entire family of 4 boys and their significant others and children. We stayed in the Dome for the nights creating space for the camper free family and it was lovely!"
United States
kim h.
The price is ￥19,817
￥31,884 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Mountain Dome Escape in the Catskills
A house with a red door, a porch, and a large tree in front.

5. Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (134 reviews)
"Our stay at the farmhouse was excellent. Our family enjoyed the dinners around the large dining room table and the s’mores at the fire pit one evening. Using the grill was easy; everything needed was there for cooking and cleaning. Grabbed a 1860 book at a nearby Hobart bookstore, enjoyed lunch from the Bakers Grimm in Delhi and dinner another night at a brewery in Cooperstown following an hour drive to the baseball hall of fame. The layout of the farmhouse was nice with the three bedrooms. My...
United States
Philip
Cozy Country Farmhouse Along the Catskill Scenic Trail
Living area

6. Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (81 reviews)
"You get what you pay for - cheap, not value. Spent the first 2 hours cleaning because it was barely touched - even dining table and chairs had crumbs and spill stains. The coffee maker was black inside the water compartment. I had to pick up silverware and dish soap from the dollar store because there was only 2 forks and spoons for a place advertised for 6 and no dish soap to clean dishes. I’m confident my cleaning and items I left behind for the next guests will be reimbursed by karma. Oh,...
United States
Jonathan
The price is ￥17,144
￥24,835 total
includes taxes & fees
Sep 29 - Sep 30
Suites on Main
A cabin with a deck, a fire pit, and outdoor seating.

7. Off-Grid Tiny Cabin with Cozy Vintage Charm

Off-Grid Tiny Cabin with Cozy Vintage Charm
Bovina
10.0 out of 10, Exceptional, (5 reviews)
"This was an awesome experience . Loved it Sooo Cozy , Peaceful and Beautiful Cabin . Had a wonderful time and great host Kim Definitely will come back.."
United States
LILLIAN R.
The price is ￥11,796
￥38,035 total
includes taxes & fees
Oct 4 - Oct 5
Off-Grid Tiny Cabin with Cozy Vintage Charm
A covered outdoor area with a sofa, a table with a grill, and a tripod-mounted camera.

8. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gorgeous Mountains Views & Private Stream in Secluded Oasis
Gilboa
10.0 out of 10, Exceptional, (8 reviews)
"Our stay was great: attentive host, comfortable lodgings, beautiful setting."
United States
Carrie S.
The price is ￥28,310
￥62,182 total
includes taxes & fees
Sep 29 - Sep 30
Gorgeous Mountains Views & Private Stream in Secluded Oasis
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

9. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (314 reviews)
"nice room, nice kitchen, nice renovated rest room, plus picnic tables and grounds"
United States
Sarah
The price is ￥19,660
￥22,019 total
includes taxes & fees
Sep 29 - Sep 30
Starlite Motel
A cozy cabin interior with a loft bedroom, a living room with a leather couch, a kitchen area, and a wood-burning stove.

10. Golden Meadows Spacious Cabin with Hot tub, Fire-pit, near all baseball camps

Golden Meadows Spacious Cabin with Hot tub, Fire-pit, near all baseball camps
Davenport
10.0 out of 10, Exceptional, (25 reviews)
"Nice cabin and pet friendly."
United States
Edward M.
The price is ￥28,074
￥49,700 total
includes taxes & fees
Sep 29 - Sep 30
Golden Meadows Spacious Cabin with Hot tub, Fire-pit, near all baseball camps
A deck with wooden Adirondack chairs and a picnic table.

11. Off-Grid Tiny Cabin Retreat with Fire Pit & Forest Views in Bovina, New York

Off-Grid Tiny Cabin Retreat with Fire Pit & Forest Views in Bovina, New York
Bovina
The price is ￥26,895
￥33,045 total
includes taxes & fees
Oct 4 - Oct 5
Off-Grid Tiny Cabin Retreat with Fire Pit & Forest Views in Bovina, New York
A natural landscape with a lake, rocky cliffs, and a bench.

12. Boutique Glamping Dome in the Catskill Mountains

Boutique Glamping Dome in the Catskill Mountains
Gilboa
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful place to enjoy nature! Peaceful ! Pool time was refreshing! The downside is that the dome gets very hot during the day. At least at night is nice and cold ! But we really enjoyed !"
United States
Heidi
The price is ￥19,817
￥31,884 total
includes taxes & fees
Sep 29 - Sep 30
Boutique Glamping Dome in the Catskill Mountains
A wooden picnic table with benches, a hammock, and a potted plant in a room with large windows and wooden floors.

13. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.8 out of 10, Exceptional, (11 reviews)
"Great place to get away. "
United States
Joshua
The price is ￥18,874
￥43,158 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Cabin-Catskills secluded Mountain retreat
A natural landscape with a lake, rocky cliffs, and a bench.

14. Peaceful Dome Getaway in the Catskills

Peaceful Dome Getaway in the Catskills
Gilboa
The price is ￥19,817
￥31,884 total
includes taxes & fees
Sep 29 - Sep 30
Peaceful Dome Getaway in the Catskills
A natural landscape with a lake, rocky cliffs, and a bench.

15. Luxury Catskill Mountains Dome Retreat

Luxury Catskill Mountains Dome Retreat
Gilboa
10.0 out of 10, Exceptional, (2 reviews)
"It’s a amazing place to revisit anytime here…"
United States
sumon
The price is ￥19,817
￥31,884 total
includes taxes & fees
Sep 29 - Sep 30
Luxury Catskill Mountains Dome Retreat
A wooden structure with a circular entrance, two red Adirondack chairs, a small table, and a bottle of water.

16. Sauna Belleayre Cozy Cabin

Sauna Belleayre Cozy Cabin
Fleischmanns
9.6 out of 10, Exceptional, (135 reviews)
"Great stay in a lovely area."
United States
Jordan W.
The price is ￥19,676
￥38,078 total
includes taxes & fees
Oct 6 - Oct 7
Sauna Belleayre Cozy Cabin
A room with a blue armchair, a wooden bookshelf, and a view of trees through a glass door.

17. Chic Tiny House Hideaway | Peaceful Country Retreat

Chic Tiny House Hideaway | Peaceful Country Retreat
Bloomville
8.0 out of 10, Very good, (4 reviews)
"It was a quick 1 night stay for us and everything went well."
United States
DJ M.
The price is ￥21,233
￥62,716 total
includes taxes & fees
Sep 29 - Sep 30
Chic Tiny House Hideaway | Peaceful Country Retreat
A wooden dining table with a lamp, a mirror, and a vase with branches.

18. Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views

Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
Denver
The price is ￥18,650
￥55,980 total
includes taxes & fees
Sep 29 - Sep 30
Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
A tent with two sleeping areas, each with a mattress and pillows. There is a small heater and a folded mat on the floor.

19. Glamping get-a-way

Glamping get-a-way
Summit
The price is ￥10,616
￥18,936 total
includes taxes & fees
Oct 1 - Oct 2
Glamping get-a-way
A modern kitchen with a wooden island, large windows, and a view of trees.

20. HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin

HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
Fleischmanns
9.4 out of 10, Exceptional, (88 reviews)
"Great amenities and location!"
United States
Angeli F.
The price is ￥19,676
￥43,268 total
includes taxes & fees
Sep 30 - Oct 1
HotTub and 200Mbps WiFi; work from home paradise, Wonderful Belleayre Cabin
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 Stamford Hotel Reviews

The Colonial Motel

The Colonial Motel

10/10 Excellent
"Second time staying and they were a good as they were the first time."
Joseph 2-night trip
Posted 23 hours ago
The Colonial Motel

Find out more about Stamford

Search for holiday rentals in Stamford on Expedia! You can easily find your home rentals, villas, holiday apartments in Stamford using one of the methods below:

  • View our selection of featured holiday rentals in Stamford
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  • Enter your travel dates to view the best deals on holiday rentals in Stamford while they last

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

Frequently asked questions

Can I find vacation rentals in Stamford?

Yes, we offer vacation rentals close to popular local attractions in Stamford, or you can go with a more remote option if you'd like a relaxing place to stay. Our travelers say Stamford has a good selection of restaurants. Make sure you have time to check out the mountain views and golf courses during your trip.

What's the top vacation rental in Stamford?

Experience The Catskill Getaway. Not your typical vacation rental: This vacation home rental near Stamford is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Stamford?

Choose from 9 Expedia vacation rentals in Stamford for a memorable vacation.

What’s there to see and do in Stamford?

West Branch Delaware River and Veterans Memorial Park are a couple of lovely local spots to get outside and enjoy nature. While here, Stamford Golf Club and Stamford Village Hall are other places worth a visit.

What are vacation rentals like in Stamford?

Vacation rentals are privately owned properties you can stay in for several days or longer in Stamford. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for family trips.