Vacation rentals in Stamford

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Top-rated vacation rentals in Stamford

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Guest favorite

Guest suite in Williamstown

4.96 out of 5 average rating, 202 reviews

Berkshire Guest Suite

Welcome to our guest suite in the beautiful Northern Berkshires, home to many great cultural venues, including The Clark, Williamstown Theatre Festival and Mass MoCA. The newly updated private suite offers a queen pillow-top mattress, bathroom with stall shower, coffee bar and an outdoor seating area with mountain views. Located in a quiet neighborhood at the base of Mt. Greylock, we are a short walk to a local farm stand, and a few minutes drive to downtown Williamstown and North Adams.

Dec 14 – 21

R1,832 ZAR per night

Guest favorite

Apartment in Bennington

4.96 out of 5 average rating, 139 reviews

Cooper's Place

Small bright and cozy apartment nestled in the Shires of Vermont. A mid-modern space with VT flare and all of the amenities you need to enjoy your getaway. Housed behind a unique building that was once a manufacturer of concrete blocks and is still a hardscape retail store located in downtown Bennington called Morse Brick & Block. Enjoy the porch or have a fire in the fire pit. Take a trip to the Bennington Monument and Museum. Close to hiking trails and ski areas.

Jun 4 – 11

R1,903 ZAR per night

Guest favorite

Guest suite in Wilmington

4.92 out of 5 average rating, 712 reviews

Architectural GuestSuite

The Guest Suite is located on the first floor of an architectural studio in historic Wilmington, Vermont. Please enjoy the piano, drums, and art supplies! The Guest Suite is both UNIVERSALLY ACCESSIBLE, TOBACCO FREE, and ANIMAL FREE due to allergies in our family. LineSync Architecture staff will be working from 8:30am - 5ish upstairs, and once in a while on the weekends. When guests are in we try to be super sensitive and quiet, but footsteps will be heard!

May 1 – 8

R2,235 ZAR per night

Guest favorite

Apartment in North Adams

4.97 out of 5 average rating, 405 reviews

See MoCA from your mansion+Sauna! Ski nearby!

20-30 mins to Jiminy Peak, East Mountain, Prospect Ski, 50 mins to Mount Snow. Situated on a hilltop oasis right above Mass MoCA, this apt is part of a private historic estate. 3 mins walk to MoCA. Steps to downtown’s restaurants. 5-10 mins drive to Williams, MCLA, Clark. Whimsically restored (yes, fast Wi-Fi & great water pressure). Home to the Floating Tower Artist Retreat. YOUR STAY ENABLES US TO HOST REFUGEE/IMMIGRANT ARTISTS PRO BONO!

Jan 13 – 20

R2,884 ZAR per night

Guest favorite

Guesthouse in North Adams

4.92 out of 5 average rating, 179 reviews

"Worker's" Cottage (circa 1860).

Escape to Berkshires in our renovated, classic "Worker's" cottage (circa 1860) style townhouse. Close to Vermont & New York State. Downtown North Adams & Williamstown all offer excellent Museums, dining, shopping, and outdoor recreation. Several ski resorts to choose from including Jiminy Peak, Mount Snow, Berkshire East (all under an hour from the house) and Stratton (about 1 hr 20 min depending on the weather). We look forward to hosting you!

May 14 – 21

R2,254 ZAR per night

Guest favorite

Apartment in Bennington

4.91 out of 5 average rating, 163 reviews

Scenic Vermont Studio

This beautiful retreat is halfway between the ski slopes of southern Vermont and the cultural centers of Williamstown and North Adams, MA. The residence is a modern, spacious, basement apartment, part of an 1860 farm house. It has its own private entrance around the back of the house at ground level. Solar garden lights and motion detector lighting will illuminate your path to the apartment.

Aug 16 – 23

R1,916 ZAR per night

Guest favorite

Apartment in Bennington

4.93 out of 5 average rating, 527 reviews

The Octopus's Garden

Welcome to the Octopus' Garden, a warm and cozy oasis located in the heart of Bennington, VT. This relaxing one bedroom suite, infused with amenities and much love, comfortably accommodates 2 people. This peaceful space is only a 10 minute walk to art, shops and dining and is the perfect hub for a variety of activities in Southern Vermont and Western Massachusetts.

Aug 25 – Sep 1

R1,880 ZAR per night

Guest favorite

Apartment in Pownal

4.94 out of 5 average rating, 179 reviews

The Shepherd's Retreat

This in-law apartment is on the first floor of our 2 level home and has its own separate entrances. It features an open floor plan with galley kitchen and breakfast bar. This location has a peaceful relaxing atmosphere but with easy access to shopping, site seeing, hiking, and is minutes away from historic Bennington, Vt and the Berkshires (Mass Moca Museum).

Jun 14 – 21

R2,068 ZAR per night

Guest favorite

Guesthouse in Williamstown

4.97 out of 5 average rating, 144 reviews

Brookside Cottage

Drift off to the sound of a babbling brook outside the bay window in this cozy country cottage. Minutes from Downtown Williamstown, North Adams and Bennington, VT. We are about 20 minutes away from Jiminy Peak for downhill skiing. The trails behind our house are ideal for snowshoeing, nordic skiing, and snowman building.

Aug 12 – 19

R2,510 ZAR per night

Superhost

Cabin in Readsboro

4.85 out of 5 average rating, 186 reviews

Off grid comfort cabin

Rustic mountain cabin with taste and comfort in mind.,outdoor portable toilet.outdoor shower with hot water,indoor gas range.,outdoor gas grill,fire pit and a loft with bunk beds and a double bed . A rap around deck half with roof ,off rd parking,hiking,skimobiling,wildlife on propriety swimming near by no electricity

Jul 5 – 12

R1,395 ZAR per night

Superhost

Condo in North Adams

4.91 out of 5 average rating, 209 reviews

Downtown Flat Iron Condo - walk to MoCA #12

Located across the street from Cole Grove Park in downtown North Adams, this centrally located, second floor 330 sq ft unit has everything you need. Sleeps 2 people (full size bed) but we also have a fold out chair/futon in the sitting room. Fully equipped eat in kitchen and 3/4 bath.

Jun 13 – 20

R1,897 ZAR per night

Guest favorite

Home in Shaftsbury

4.92 out of 5 average rating, 102 reviews

Cheerful 1 bedroom cottage

Located one mile from the historic village of North Bennington, this newly renovated one bedroom, one bath (with full kitchen) affords all the comforts of home while providing easy access to both Bennington College (within two miles) and the many attractions of the surrounding area.

Oct 14 – 21

R1,588 ZAR per night