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Stamford Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Stamford holiday 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 AU$559
includes taxes & fees
28 Sept - 29 Sept
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 AU$351
includes taxes & fees
4 Oct - 5 Oct
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 AU$493
includes taxes & fees
28 Sept - 29 Sept
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 AU$293
includes taxes & fees
28 Sept - 29 Sept
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

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 AU$225
includes taxes & fees
29 Sept - 30 Sept
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 AU$345
includes taxes & fees
28 Sept - 29 Sept
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 AU$584
includes taxes & fees
29 Sept - 30 Sept
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 AU$199
includes taxes & fees
28 Sept - 29 Sept
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 AU$480
includes taxes & fees
28 Sept - 29 Sept
Golden Meadows Spacious Cabin with Hot tub, Fire-pit, near all baseball camps
A rustic wooden table with two copper lanterns, a potted plant, and gourds.

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 AU$302
includes taxes & fees
28 Sept - 29 Sept
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 AU$293
includes taxes & fees
28 Sept - 29 Sept
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 AU$409
includes taxes & fees
4 Oct - 5 Oct
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 AU$293
includes taxes & fees
28 Sept - 29 Sept
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 AU$293
includes taxes & fees
28 Sept - 29 Sept
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 AU$353
includes taxes & fees
6 Oct - 7 Oct
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 AU$587
includes taxes & fees
28 Sept - 29 Sept
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 AU$518
includes taxes & fees
29 Sept - 30 Sept
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 AU$174
includes taxes & fees
2 Oct - 3 Oct
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 AU$408
includes taxes & fees
30 Sept - 1 Oct
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 3 hours ago
The Colonial Motel

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 favourite 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 depend 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 AU$199 per night. Entering your travel dates in the search wizard might find you 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?

Experience The Catskill Getaway. Not your typical vacation rental: This holiday home rental outside of Stamford is located in the mountains, and has a fireplace, a patio and a BBQ 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 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 Golf Club and Stamford Village Hall 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.