Top Cottages in Town of Stanford in 2026

Town of Stanford Cottages
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Really pretty Winery to visit! You can sit on the porch outside or at the picnic tables by the pond with the view of the vineyards. Especially vibrant in the fall!

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Our top choices for Town of Stanford cottages

Streamside Cottage Half Mile to Town of Woodstock

Woodstock

10.0 out of 10, Exceptional, (269 reviews)

10/10

Exceptional

(269 reviews)

"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "

Scott

Streamside Cottage Half Mile to Town of Woodstock

Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"Sparkling clean, lovely and cozy hideaway. We only stayed overnight, but the kitchenette would be perfect for a longer stay. Hope we can come back sometime and stay longer."

Peter S.

The price is HK$852

HK$852

HK$1,654 total

includes taxes & fees

24 Mar - 25 Mar

Charming loft cottage in tranquil Germantown with WiFi, AC

The Blue Elm - A Historic Berkshire Cottage

Sheffield

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"The space was even nicer than shown in the pictures and the owners were very friendly and provided helpful recommendations for places to eat and things to do in the area."

M.S. H.

The Blue Elm - A Historic Berkshire Cottage

3 bedrooms, desk, iron/ironing board, free WiFi

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie

10.0 out of 10, Exceptional, (27 reviews)

10/10

Exceptional

(27 reviews)

"Lovely stay! Tranquil setting and clean, well maintained property. "

Christina S.

Wappinger Cottage - Scandinavian retreat on a creek

Private cottage - 5 min from the center of town

Woodstock

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Place was perfect for my needs and Irene is a gracious and attentive host!"

Jeremiah D.

Private cottage - 5 min from the center of town

Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

Idillic summer getaway in Litchfield Hills, CT.

Sharon

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"The place was as described and very comfortable. We enjoyed our stay!"

Amanda C.

Idillic summer getaway in Litchfield Hills, CT.

Country Cottage with beautiful views and easy access to Catskills activities.

Saugerties

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Cozy and beautiful house. "

Seung L.

The price is HK$872

HK$872

HK$1,502 total

includes taxes & fees

22 Feb - 23 Feb

Country Cottage with beautiful views and easy access to Catskills activities.

Charming Artist's Retreat

Saugerties

10.0 out of 10, Exceptional, (147 reviews)

10/10

Exceptional

(147 reviews)

"Absolutely beautiful, cozy home with so much character. We loved our stay!"

Bianca U.

Charming Artist's Retreat

1 bedroom, iron/ironing board, WiFi, bed sheets

Charming Rhinebeck Cottage, 5 min. from town, King Bed!

Rhinebeck Village

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Wonderful hosts and a spectacular view out the windows!"

David R.

Charming Rhinebeck Cottage, 5 min. from town, King Bed!

Ashley Falls Home w/ Fire Pit: Hike & Ski!

3.0 star property

Ashley Falls

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"Nice location. Spacious with ample bedrooms. Would have been nice if there was a second bathroom on the second floor. It might be time to freshen the furniture in the sitting area."

JAY

Ashley Falls Home w/ Fire Pit: Hike & Ski!

2 bedrooms, desk, iron/ironing board, travel cot

Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

Kingston

9.6 out of 10, Exceptional, (9 reviews)

9.6/10

Exceptional

(9 reviews)

"We had a great time. Place is convenient located in proximity of Rosendale and Kingston "

Carol N.

The price is HK$1,023

HK$1,023

HK$2,695 total

includes taxes & fees

23 Feb - 24 Feb

Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

Creekside Cottage The Fitz House Red Hook NY

Red Hook

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"We had a wonderful stay. Communication with host was excellent. Highly recommend the location for a couple."

Mary Z.

Creekside Cottage The Fitz House Red Hook NY

Waterfall Sound & Beach-Inspired Country Wing

Verbank

10.0 out of 10, Exceptional, (6 reviews)

10/10

Exceptional

(6 reviews)

"Our host was very welcoming and responsive; he took extra care to ensure our stay was comfortable. Our experience with the property and host exceeded our expectations. We were extremely pleased and would stay at this property again and recommend it to others."

Kathleen B.

Waterfall Sound & Beach-Inspired Country Wing

2 bedrooms, iron/ironing board, travel cot, free WiFi

Hits Adjacent | Pet Friendly | Caraway Cottage

Saugerties

9.8 out of 10, Exceptional, (16 reviews)

9.8/10

Exceptional

(16 reviews)

"Great location, comfortable beds, clean and updated space."

Carolyn S.

Hits Adjacent | Pet Friendly | Caraway Cottage

Summer Lake Cottage, private beach, Berkshire Hills, small village

Lakeville

9.4 out of 10, Exceptional, (84 reviews)

9.4/10

Exceptional

(84 reviews)

"Excellent stay. Would love to go back. "

Jennifer D.

Summer Lake Cottage, private beach, Berkshire Hills, small village

Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

3.5 star property

Saugerties

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"Great house"

Magdiel

Cortland by Avantstay Charming Heritage Estate w/ Private Lake & Pool

1 bedroom, iron/ironing board, free WiFi, bed sheets

Reset and Relax in Luxury Cottage

Rhinebeck

10.0 out of 10, Exceptional, (45 reviews)

10/10

Exceptional

(45 reviews)

"Beautiful cottage that is also very comfortable and cozy. Alysia and Russel are wonderful hosts! Wonderful location with great views from the deck."

Jennifer S.

Reset and Relax in Luxury Cottage

Charcoal Chalet by Avantstay A+ Design w/ Firepit

3.0 star property

New Paltz

7.0 out of 10, Good, (2 reviews)

7.0/10

Good

(2 reviews)

"We enjoyed the quiet and beautiful outdoors area. The house was very nice, clean and had everything we needed such as laundry facilities and detergent, cookware, utensils, coffee, tea, sugar and so much more. We felt very at home in this house. The dining room was beautiful with the long table and many windows overlooking the back yard. It was perfect for a small dinner gathering. Parking was great and the area felt safe and was quiet. I will most likely book again for next year."

Christina

Charcoal Chalet by Avantstay A+ Design w/ Firepit

On-site Sledding! Hudson Valley Winter Escape

3.0 star property

Pine Plains

On-site Sledding! Hudson Valley Winter Escape

Pet-friendly Cottage at Historic Millbrook Farm Estate

Millbrook

9.2 out of 10, Wonderful, (14 reviews)

9.2/10

Wonderful

(14 reviews)

"Great stay"

monica f.

Pet-friendly Cottage at Historic Millbrook Farm Estate

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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