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A mountainous landscape with autumn foliage and a river.

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Check prices for these dates, December 14 – 15, 2026

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Our top choices for Stamford cottages

1. Mtn-view Luxe Catskills Retreat for Groups

A covered outdoor area with wooden benches and a view of a green landscape.

Location: Hobart
Price: $642 nightly, $706 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Stamford cottages

2. Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

A wooden deck with a table and chairs, overlooking a snowy landscape with bare trees.

Location: Shandaken
Guest rating: 10/10 (Exceptional, 2 reviews)
Price: $165 nightly, $184 total, Nov 30 - Dec 1, Total with taxes and fees, for Our top choices for Stamford cottages
Review: It was a charming and cozy cabin nested in the woods. Perfect size for two people., by afsoon p.

3. Tiny House on Walnut Grove

A snow-covered ground with footprints leading to a house with a solar panel roof.

Location: Ashland
Guest rating: 4/10 (2 reviews)
Price: $384 nightly, $414 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Stamford cottages
Review: "Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice..., by Trevor C.

4. Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

A wooden deck with a white railing, surrounded by lush green trees.

Location: Maplecrest
Guest rating: 10/10 (Exceptional, 25 reviews)
Price: $499 nightly, $539 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Stamford cottages
Review: Great stay, lovely place, friendly host. Everything was perfect!, by Taylor

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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Learn more about Stamford

Nestled in the Catskills, this charming village offers hiking trails and the scenic Mount Utsayantha with its fire tower lookout. Browse local art galleries and time your visit for the Stamford Summer Festival when Main Street fills with music and craft vendors.

See all hotels in Stamford

A mountainous landscape with autumn foliage and a river.

Top reviews in Stamford

The Colonial Motel

A white colonial-style building with green shutters, a porch with a swing, and hanging flower baskets.

Location: Grand Gorge
Review: Step back in time when a place to stay was charming, clean and had an owner who was actually on property and cared about your stay and well being. If you’re looking for the above and a little mystic, look no further. This place has history that comes along with the beautiful well appointed room. Just an all out classy mix of antique furnishings as well as modern touches like an internet connection that works, in room Keurig coffee maker , comfortable bed and clean bathroom. Our only regret was..., by Paula, September 16, 2021, rated 10/10 Excellent

The Queen of the Catskills B&B

A building with a symmetrical facade, a central entrance, and a gated driveway.

Location: Stamford
Review: fireplace in room, by Andrew, September 1, 2023, rated 10/10 Excellent

The Hidden Inn

Location: South Kortright
Review: Found the cleanliness of the room excellent - beautiful surroundings and the restaurant staff excellent as well, by Mark, October 24, 2026, rated 10/10 Excellent

Meadowood Inn

A large two-story house with a snow-covered roof and a front porch.

Location: Arkville
Review: A really nice stay and a friendly host. Tanya had good suggestions for places to eat, visit, etc. and made delicious breakfasts. She even lent me an extension cord when the venue where my band was playing didn’t have one. The rooms were great and we had our own private bath. Highly recommend!, by John, June 24, 2024, rated 10/10 Excellent

Quality Inn Oneonta Cooperstown Area

A modern hotel entrance with a covered walkway, large windows, and a parking area.

Location: Southside
Review: Stayed 6 nights while transitioning to a permanent move to the area and it was an ideal hotel for that purpose. Location was great...near shopping, eateries, highways. Although we didn't try it, there's even a restaurant/pub (with a pool table) in the hotel that's open evenings. Room was super comfortable and spacious. Staff was extremely friendly. Hot breakfast in a large breakfast area was key. I don't have a single complaint...well, an ottoman for the armchair in the room would've been nice. ..., by William, January 24, 2023, rated 10/10 Excellent

Hotel Vienna

A cabin with a deck, large windows, and a mountain backdrop.

Location: Windham
Review: cute hotel close to mountain and amenities, by michael, January 12, 2025, rated 10/10 Excellent

Shadowcrest

A large white house with a central tower and a wrap-around porch.

Location: Fleischmanns
Review: Please has old authentic charm, by Elena, November 19, 2023, rated 10/10 Excellent

The Vine on main

A row of small, single-story buildings with wooden shutters and flower boxes.

Location: Stamford
Review: Clean, nice design elements. Bed a little too close to floor, however. Made it a little hard for us seniors to get up and down from it. Would appreciate if the bathroom barn style door had an actual lock feature though., by Beth, October 25, 2024, rated 10/10 Excellent

Super 8 by Wyndham Cobleskill NY

A Super 8 hotel with a covered parking area, a well-maintained lawn, and a clear sky.

Location: Cobleskill
Review: Very convenient location Big room Reasonably priced for a holiday weekend, by Stuart, May 30, 2022, rated 10/10 Excellent

Cave Mountain Motel

A motel with a covered porch, neatly arranged lounge chairs, and a well-maintained garden with yellow flowers.

Location: Windham
Review: Cozy,clean and cute place, great host!, by Petra, January 26, 2022, rated 10/10 Excellent

Ramada by Wyndham Cobleskill

A building with a sign reading 'RAMADA ENTER' and a large tree in front.

Location: Cobleskill
Review: Zach was extremely personable and helpful, as were all other front desk staffers!, by Ann, October 28, 2026, rated 10/10 Excellent

Albergo Allegria Hotel

A building with a porch and outdoor seating area.

Location: Windham
Review: This is the third time we have stayed here over Thankgiving while visiting relatives in the area. it is such a quiet lovely old house and the owners are very accomodating and exteemly nice. Lots of room, very comfy living room with fireplace and big chairs. The included breakfast is fantastic. The kitchen is always open for tea and homemade cookies. Scent free linens and towels a huge plus., by NH couple, November 26, 2016, rated 10/10 Excellent

Margaretville Mtn Inn B&B and Village Suites

A covered outdoor area with a table and a potted plant.

Location: Margaretville
Review: Pete, owner, was extremly helpful in the check in process, dinner suggestions, and wonderful breakfast in the morning. Highly recommended and will be back for sure., by Rob, January 25, 2015, rated 10/10 Excellent

The Wheelhouse Inn

Location: Pine Hill
Review: We stayed here for 3 nights with our 2 young children for a long ski weekend. The location exceeded our expectations: the hotel is located less than 5 minutes from Belleayre Mountain. For a family with young children, the convenience factor couldn't be beat. The inn is nestled in the quaint town of Pine Hill (there's really only one road). There are a few restaurants on the same road, all within easy strolling distance. While there isn't breakfast on premise, there is a new coffee shop right..., by Anonymous traveler, March 12, 2018, rated 10/10 Excellent

The Perch Hotel

A two-story building with a porch, a balcony, and a small front yard.

Location: East Windham
Review: A Hidden Gem with Million-Dollar Views! We had such a magical stay at The Perch Hotel in East Windham! The view alone is worth the trip — on a clear day, you can see FIVE states from the property. Yes, five! It’s absolutely breathtaking and made for the perfect backdrop to relax and soak in the Catskills air. The vibe of the hotel is something special — a perfect blend of modern comfort and mid-century charm that instantly transported me back to the golden era of Catskill tourism. It’s stylish..., by Emmi, May 28, 2025, rated 10/10 Excellent

Frequently Asked Questions

Why book your cottage in Stamford with Expedia?

Expedia has some wonderful cottages in Stamford, so start packing your bags for a memorable vacay close to nature. If you have a set budget, click on how much you're willing to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your escape looks like.

How can I find cheap cottages in Stamford?

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What is there to do in Stamford near my cottage?

Once you've unpacked and settled in, set out and explore the cool things Stamford has on offer. Stamford Golf Club is a great attraction to add to your itinerary.