A mountainous landscape with autumn foliage and a river.

Stamford Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Stamford holiday rentals

A wooden deck with a metal railing, two chairs, a small round table with a bottle of wine and two glasses, and a view of a green landscape with trees and hills in the background.

1. Beautiful & Spacious Home

Beautiful & Spacious Home
Stamford
10.0 out of 10, Exceptional, (2 reviews)
"Nice clean rooms and had a great stay!"
United States
Richard P.
The price is NZ$592
includes taxes & fees
3 Nov - 4 Nov
Beautiful & Spacious Home
A cabin with a sloped roof, wooden exterior, and a deck with outdoor seating.

2. 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)
"Beautiful home! Quiet, clean and peaceful. Lenny was great host. Very communicative and responsive."
United States
kcgirl181
The price is NZ$794
includes taxes & fees
29 Nov - 30 Nov
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.

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

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (23 reviews)
"Great little cabin with nice atmosphere. It was an awesome place to spend the weekend and enjoy the Catskills. Clean, cozy, and quiet. A nice place to come back to and relax day after day."
United States
Andrea S.
The price is NZ$321
includes taxes & fees
8 Nov - 9 Nov
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
A wooden cabin with a welcoming sign, two Adirondack chairs, and a deck.

4. 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 NZ$599
includes taxes & fees
3 Nov - 4 Nov
Peak Forest Cabin in the Woods
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
The price is NZ$576
includes taxes & fees
9 Nov - 10 Nov
Cozy Country Farmhouse Along the Catskill Scenic Trail
A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

6. Starlite Motel

Starlite Motel
2.5 star property
Big Indian
9.2 out of 10, Wonderful, (321 reviews)
"The special game room in the back yard that is screened is excellent 👌."
United States
Stephen
The price is NZ$288
includes taxes & fees
3 Nov - 4 Nov
Starlite Motel
A covered outdoor area with a sofa, a table with a grill, and a tripod-mounted camera.

7. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gorgeous Mountains Views & Private Stream in Secluded Oasis
Gilboa
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was great: attentive host, comfortable lodgings, beautiful setting."
United States
Carrie S.
The price is NZ$694
includes taxes & fees
3 Nov - 4 Nov
Gorgeous Mountains Views & Private Stream in Secluded Oasis
Outdoor dining

8. 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 NZ$475
includes taxes & fees
3 Nov - 4 Nov
Off-Grid Tiny Cabin with Cozy Vintage Charm
A wooden picnic table with benches, a hammock, and a potted plant in a room with large windows and wooden floors.

9. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.8 out of 10, Exceptional, (11 reviews)
"Secluded yet convenient. Homey. Quaint. Loved it! Will stay again!"
United States
Amber C.
The price is NZ$463
includes taxes & fees
3 Nov - 4 Nov
Cozy Cabin-Catskills secluded Mountain retreat
Living area

10. Suites on Main

Suites on Main
3.0 star property
Margaretville
7.2 out of 10, Good, (82 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 NZ$280
includes taxes & fees
3 Nov - 4 Nov
Suites on Main
A cozy cabin interior with a loft bedroom, a living room with a leather couch, a kitchen area, and a wood-burning stove.

11. 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, (27 reviews)
"Nice cabin and pet friendly."
United States
Edward M.
The price is NZ$646
includes taxes & fees
3 Nov - 4 Nov
Golden Meadows Spacious Cabin with Hot tub, Fire-pit, near all baseball camps
A forested area with a fire pit and Adirondack chairs arranged around it.

12. The Mountain Pond View Retreat in the Catskills

The Mountain Pond View Retreat in the Catskills
Gilboa
The price is NZ$678
includes taxes & fees
9 Nov - 10 Nov
The Mountain Pond View Retreat in the Catskills
A tented accommodation with a bed, a small table, and a chair.

13. Glamping get-a-way

Glamping get-a-way
Summit
The price is NZ$201
includes taxes & fees
6 Nov - 7 Nov
Glamping get-a-way
A two-story building with large windows and a storefront.

14. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (46 reviews)
"Great, highly recommend"
United States
Rebecca
The price is NZ$210
includes taxes & fees
3 Nov - 4 Nov
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A wooden cabin with a deck, outdoor seating, and a large umbrella.

15. Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!

Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!
Stamford
The price is NZ$1,166
includes taxes & fees
8 Nov - 9 Nov
Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!
A hot tub surrounded by trees and a sunset.

16. Home in Hobart - Roxbury Near Skiing and Weddings.

Home in Hobart - Roxbury Near Skiing and Weddings.
Hobart
9.6 out of 10, Exceptional, (5 reviews)
"The house was roomy, clean, and comfortable. There were nice personal touches to make it feel more vacation like.The listing was accurate. Barbara was a great host before, during, and after our stay. We had a great time!"
United States
Tammy G.
The price is NZ$1,219
includes taxes & fees
3 Nov - 4 Nov
Home in Hobart - Roxbury Near Skiing and Weddings.
A wooden deck with a table set for a meal, overlooking a lake with trees and a small structure in the distance.

17. Waterfront Catskills Hot Tub, Sauna & Treehouse

Waterfront Catskills Hot Tub, Sauna & Treehouse
Harpersfield
9.8 out of 10, Exceptional, (10 reviews)
"The hot tub was great, the property is beautiful! We loved our stay and if the weather was better we would have enjoyed using the deck and treehouse lounge. "
United States
Christy C.
The price is NZ$1,189
includes taxes & fees
8 Nov - 9 Nov
Waterfront Catskills Hot Tub, Sauna & Treehouse
A wooden cabin with a porch, two chairs, and a table.

18. Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns

Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
Halcott Center
10.0 out of 10, Exceptional, (6 reviews)
"Everything was perfect during my stay. The service was excellent, and everything went very smoothly. I’m really happy with the overall experience and would highly recommend it to anyone."
United States
Hnin
The price is NZ$703
includes taxes & fees
8 Nov - 9 Nov
Large Cook's Kitchen; 1st Fl Bedroom w/ Ensuite; 10-Min to downtown Fleischmanns
A modern kitchen with a central island, bar stools, and a dining area.

19. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
9.8 out of 10, Exceptional, (10 reviews)
"Loved the atmosphere"
United States
Mychal D.
The price is NZ$575
includes taxes & fees
3 Nov - 4 Nov
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
A tented camping area with a table and chairs, surrounded by trees.

20. The Diner Camp Site! Walk to hot coffee and homemade pie!

The Diner Camp Site! Walk to hot coffee and homemade pie!
Davenport Center
The price is NZ$268
includes taxes & fees
6 Nov - 7 Nov
The Diner Camp Site! Walk to hot coffee and homemade pie!
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 Winwood Condominiums

The Winwood Condominiums

10/10 Excellent
"Very nice room."
Stephen 2-night trip
Posted 13 hours ago
The Winwood Condominiums

Find out more about Stamford

Everything you need to know about Stamford holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stamford holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stamford holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Stamford holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Stamford. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stamford holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stamford holiday rentals we have selected for you start as low as NZ$288 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Stamford rentals

At Expedia, we put the best Stamford holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Stamford rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stamford holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stamford. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Stamford?

Yes, there are holiday rentals close to the most popular sights in Stamford, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 are some of the best holiday rentals that Stamford has to offer?

Private Getaway 10 Mins From Hunter & Windham Mountain: This holiday home rental outside of Stamford is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Stamford?

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

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 Village Hall and Stamford Golf Club are other places worth a visit.

What are holiday rentals like in Stamford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Stamford. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for small groups.