Holiday rentals in Shaftsbury

Guest suite in Shaftsbury

4.99 out of 5 average rating, 164 reviews

Peaceful Get Away at Birds of a Feather Farm

Our cozy upstairs studio can accommodates up to 4 and is separate from the main house. Plush towels, linen, pillows and blankets. Kitchenette is fully stocked with everything you need for cooking. The private entrance is equipped with punch key lock to facilitate easy self check-in. A queen size sleep number bed, queen size pullout couch, table with four chairs, a dresser, one bathroom with shower, smart TV and WIFI. Heat and cooling. Spa services are available. For Booking & Fees contact host.

4.92 out of 5 average rating, 183 reviews

Escape the City- Vermont Studio

Our studio apartment is located minutes from Bennington College, and sits on 7 acres of land in the Grn. Mtn. National Forest. It's on the second floor of our home (above the garage) through a private entrance with a personal deck and outdoor seating. Take an afternoon stroll to the Mile Around Woods, or day hike to the white rocks! Walk the Ninja trail from the college to see the historic covered bridges, or drive 20-30 miles N to enjoy Vermont's best skiing, and shopping at designer outlets!

Guest house in North Bennington

4.99 out of 5 average rating, 252 reviews

Birch House - lake, green trees + modern comforts

We're a little guest house near a lake in Vermont with green trees + modern comforts. Perfect for couples + individuals looking to relax + enjoy nature. Renovated, air conditioned space w/ cozy, minimalist vibes. A small modern cabin that's peaceful + private. Tucked into a quiet neighborhood. Main home is a separate building next door. Near Bennington College. 12 minutes to downtown Bennington. IG birchhousevt Please note that due to a severe allergy, it is difficult to accommodate animal

4.99 out of 5 average rating, 268 reviews

Cabin in Shaftsbury

The Hygge Loft- mid-mod cabin on 70 forested acres

The Hygge Loft: a midcentury modern-designed cabin nestled among 70 acres of privately-owned forest with rivers & hiking trails. Enjoy sipping an espresso or wine while listening to vinyl records, cozied up by the wood-burning fireplace. Take a walk in the forest to the river or stargaze by the firepit on the private deck. Indulge in a luxurious bath or snuggle up in the ultra comfy king-size bed with views of treetops and sky all around. It’s the kind of place you’ll never want to leave!

4.98 out of 5 average rating, 174 reviews

Farm stay in Bennington

The Farm cottage

Take a break and unwind at this little peaceful oasis. A little bit of the country is right beside you with the neighing of horses and the clucking of chickens who roam our property. We are close to Bennington College and great restaurants and Robert Frost house. We are 35 minutes from Manchester that has some great restaurants and shopping. Bromley ski resort is just beyond Manchester in Peru Vermont . It is a year around resort with water slides in summer and skiing in winter .

4.86 out of 5 average rating, 130 reviews

Home in Shaftsbury

Quaint One-Story Vermont House with Mountain View

From our quaint one-story house, you can see a variety of scenery, from the bright changing colors of the leaves in the autumn to the soft piles of snow in the winter. Experience the quiet of the nearby woods, and see roaming animals such as deer or turkey. Make sure to stop at one of the nearby lakes, each of which offers a variety of amenities, and lush scenery. In the winter, keep warm in the cozy living room next to the fireplace, while having a chat with your friends and family.

4.98 out of 5 average rating, 162 reviews

Guest house in Arlington

Cozy Log Cabin Suite [100+ Reviews 4.98 Rating]

Welcome to a cozy log cabin loft on private property. Our 600+ square foot suite is consistently upgraded for our guest. You'll enjoy high end accommodations, solid wood flooring, AC, 50" TV with Cable, wireless internet, premium King size bed, fridge and kitchen. Cleanliness has always been a top priority for our guests. We are proud to hold a 5-star rating. As a Registered Nurse in our local hospital, I can assure you we are cleaning and disinfecting following the CDC guidelines.

4.99 out of 5 average rating, 318 reviews

Home in Bennington

Southern Vermont Home

Beautiful home that offers privacy on over one acre of land. It is only a short drive to the conveniences of downtown shopping, restaurants, Bennington College, and much more. This house is 35 minutes from Manchester's famous outlets, 20 minutes from Williamstown, MA, and 45 minutes from Albany, NY. Bromley and Mount Snow ski areas are 40 minutes. The home has wonderful finishes and you will feel right at home upon arrival. Please come explore Vermont from our country escape!

4.98 out of 5 average rating, 692 reviews

Cottage in Shaftsbury

Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub

This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 350 acre property.

4.9 out of 5 average rating, 109 reviews

Home in Shaftsbury

Experience one of kind VT Renovated Barn and sites

Unwind in a stylish “one of a kind" refurbished barn with a cozy and relaxing atmosphere, perfect for “Fam Travel”, friends or a romantic couple’s getaway. The barn has 2 bedrooms plus an extra sleep area upstairs. Gather in the living room area with the fireplace or the yard with a campfire and sounds of the babbling brook. Many attractions in southern vermont. Relax in the barn’s unique vintage vibe for lasting memories after hiking,skiing, golf, fishing, biking, plus.

4.95 out of 5 average rating, 165 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.

4.95 out of 5 average rating, 221 reviews

Farm stay in Hoosick

Airbnb @ Sweet & Savory Farmette

Welcome to the AirBnB situated on a small working farm. You are welcome to tour the grounds to say hello to all the animals. This place is for the birds! No really you will enjoy watching chickens, ducks, emus, geese, guinea fowl, and peafowl. The farm is also home to a herd of beautiful alpaca and resident llama, curious goats, and barn cats. There are working livestock guardian dogs who watch over the herd who will greet you from behind the fence.

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Popular amenities for Shaftsbury holiday rentals

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Other great holiday rentals in Shaftsbury

Superhost

Tiny home in Eagle Bridge

4.77 out of 5 average rating, 26 reviews

Hoosick Hideaway

KevinRating, 5 stars4 days ago

Great Private atmosphere off main road. Saw wildlife. Nice Stream on the property. A/C worked well. Sleeping Loft was cozy. Kitchen was what we needed. All I will say is READ Zachary’s ARRIVAL INSTRUCTIONS especially about LOCATION. We ended up about 1000 yards past the driveway bc GPS DIRECTIONS took us around the corner from driveway( literally through the trees to the cabin). I spoke to Zachary and he talked me into the driveway. Great Host. His Arrival Instructions gave great instructions I just didn’t realize it and relied on the gps on my IPhone. We Definitely would stay there again. We used it as a base camp while we attended The Cambridge Balloon Festival. Until next year Little Cabin K&E

4.99 out of 5 average rating, 70 reviews

Modern Rustic Hideaway in Town

PaulRating, 5 stars4 months ago

We love the apartment. Its newly renovated, detail and attention had been given to everything. Wish we could have stayed longer.

Superhost

Cabin in Arlington

4.88 out of 5 average rating, 17 reviews

Apothecary Farm Stay

JosephRating, 5 stars2 months ago

The apothecary farm stay was the perfect weekend getaway in Vermont. It is located on a quiet plot of land allowing for a peaceful, relaxing stay. The small farmhouse is neat and quaintly decorated. Nicole was a great host and responded quickly to any questions. I’d highly recommend to anyone considering a stay here!

5 out of 5 average rating, 5 reviews

Home in Sunderland

River view cottage

JayneRating, 5 stars5 days ago

We were very grateful to find such a welcoming place that would accommodate our two (well-behaved) dogs. The place was lovely and we were happily surprised to find that the sofa bed was in a room that could be closed off, so it really made it easy for us four adults (two couples) to have our own space. Listening to the river across the street was melodious and beautiful. Such a peaceful stay. Thank you!

5 out of 5 average rating, 31 reviews

Cabin in Sunderland

Boulder Run Cabin/Mountain Views/Sauna/Hot Tub/EV

OliviaRating, 5 stars1 week ago

We loved our stay at Boulder Run Cabin! The hosts have really thought of everything - from doors closing off the upstairs from the downstairs (so helpful with kiddos) to a guidebook with all the instructions, recommendations, and info you could need. Downtown Manchester was just a short drive away and we had a blast at the pinball museum, a great dinner at Crooked Ram, and tried our first maple cremee at The Maple Reserve Cafe! The cabin and location were top notch and we’d highly recommend a stay here!

4.98 out of 5 average rating, 58 reviews

Home in Shaftsbury

3-bedroom country home with mountain views

ThomasRating, 5 stars2 weeks ago

I really enjoyed my stay. The house was very peaceful with a great view out the front window. A very nice country home to stay at.

4.99 out of 5 average rating, 90 reviews

Cottage in Bennington

Cozy, bright 3-bedroom Cottage with fireplace.

DanielRating, 5 stars1 week ago

Absolutely lovely home and setting. One of the most tastefully furnished and decorated Airbnbs we've stayed in. True Vermont luxury and a welcoming array of treats and amenities.