Book Holiday Homes in Stamford

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Featured Holiday Homes in Stamford

Magical Home Located in Windham and Catskills

Magical Home Located in Windham and Catskills

2 out of 5
Windham
With a stay at this vacation home in Windham, you'll be within a 10-minute drive of Windham Mountain Resort and Catskill State Park.
Magical Home Located in Windham and Catskills
Lynch Mountain Retreat

Lynch Mountain Retreat

Cooperstown
When you stay at this vacation home in Cooperstown, you'll be in the mountains, within a 15-minute drive of Cooperstown Dreams Park and National Baseball Hall ...
Lynch Mountain Retreat
 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
The price is AU$263 per night from 25 Feb to 26 Feb
AU$263
includes taxes & fees
25 Feb - 26 Feb
With a stay at this vacation home, you'll be centrally located in Windham, within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
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Timber Lodge- New Lake House near Cooperstown, NY

Timber Lodge- New Lake House near Cooperstown, NY

Oneonta
With a stay at this vacation home in Oneonta, you'll be on the waterfront, just steps from Goodyear Lake and a 2-minute drive from Bear Pond Winery.
Timber Lodge- New Lake House near Cooperstown, NY
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres,  Ski Lodge

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

Windham
With a stay at this vacation home in Windham, you'll be on a river, within a 10-minute drive of Windham Mountain Resort and Catskill State Park.
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
A world where time stands still, close to Belleayre Ski & Wedding venues.

A world where time stands still, close to Belleayre Ski & Wedding venues.

City Roxbury
The price is AU$834 per night from 25 Feb to 26 Feb
AU$834
includes taxes & fees
25 Feb - 26 Feb
Located in Denver, this vacation home is in the mountains, a 5-minute drive from East Branch Delaware River and 8 minutes from Pakatakan Farmers' Market.
A world where time stands still, close to Belleayre Ski & Wedding venues.
Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail

Hobart
The price is AU$495 per night from 3 Mar to 4 Mar
AU$495
includes taxes & fees
3 Mar - 4 Mar
When you stay at this vacation home in Hobart, you'll be in the mountains, within a 5-minute drive of Stamford Town Hall and Hobart Book Village.
Cozy Country Farmhouse Along the Catskill Scenic Trail
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit

Fleischmanns
The price is AU$489 per night from 25 Feb to 26 Feb
AU$489
includes taxes & fees
25 Feb - 26 Feb
Located in Fleischmanns, this vacation home is within a 15-minute drive of Belleayre Mountain Ski Center and Catskill Mountains.
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna

Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna

Pine Hill
Located in Highmount, this vacation home is in a rural location, within a 5-minute drive of Catskill State Park and Belleayre Mountain Ski Center.
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna
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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.

Stamford Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Stamford vacation homes are the perfect way for you to wing it.

Holiday houses in Stamford let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Stamford in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Stamford adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Stamford with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Stamford vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Stamford Holiday Homes essential information

Accommodation
416 Holiday Homes
Lowest Price
AU$157
Highest Price
AU$834
Popular accommodation
Magical Home Located in Windham and Catskills, Lynch Mountain Retreat, Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter, Timber Lodge- New Lake House near Cooperstown, NY, Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge, A world where time stands still, close to Belleayre Ski & Wedding venues. , Cozy Country Farmhouse Along the Catskill Scenic Trail, Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit, Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna

Top trending hotels in Stamford

The Vine on main

The Vine on main

2 out of 5
105 Main St, Stamford, NY
The price is AU$398 per night from 26 Feb to 27 Feb
AU$398
includes taxes & fees
26 Feb - 27 Feb
With a stay at The Vine on main in Stamford, you'll be just steps from Stamford Village Hall and Veterans Memorial Park.
The Vine on main
Wylder Hotel Windham

Wylder Hotel Windham

3.5 out of 5
19 New York 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is AU$383 per night from 2 Mar to 3 Mar
AU$383
includes taxes & fees
2 Mar - 3 Mar
With a stay at Wylder Hotel Windham in Windham, you'll be within a 5-minute drive of Windham Mountain Resort and Catskill State Park.
Wylder Hotel Windham
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is AU$270 per night from 25 Feb to 26 Feb
AU$270
includes taxes & fees
25 Feb - 26 Feb
When you stay at Hotel Vienna in Windham, you'll be next to a golf course, within a 5-minute drive of Windham Country Club and Windham Mountain Resort.
Hotel Vienna
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Quality Inn Oneonta Cooperstown Area

Quality Inn Oneonta Cooperstown Area

2.5 out of 5
5206 State Highway 23, Oneonta, NY
Fully refundableReserve now, pay when you stay
The price is AU$157 per night from 26 Feb to 27 Feb
AU$157
includes taxes & fees
26 Feb - 27 Feb
With a stay at Quality Inn Oneonta Cooperstown Area in Oneonta, you'll be in a shopping district, within a 10-minute drive of Cooperstown All Star Village Fields ...
Quality Inn Oneonta Cooperstown Area
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See all available properties in Stamford
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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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^Subject to availability and chosen travel dates.