Private suite holiday rentals in Bennington County

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Top-rated Self-Contained Units in Bennington County

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Guest favourite
A serene view of a sparkling pool reflecting the vibrant colors of a sunset. Lush greenery surrounds the area, and lounge chairs invite relaxation. The distant mountains create a stunning backdrop, enhancing the peaceful outdoor space.
Guest suite in Manchester

Mountain View’s Private Spa Pool Retreat Suite

Beautiful home on end of road with mountains and views surrounding. Private entry and private large studio with queen, and single bed sleeps up to 3 guests. bath with shower. Small refrigerator, microwave, coffee, table for eating. Big entryway for luggage/ supplies. Lovely screened porch to enjoy the view and sleep 1-2(weather allows) Fabulous space for work retreat! Salt system Pool, Hot tub, outdoor oasis. Can walk to town. Eating, hiking, arts, theater, fresh markets, skiing, spa & rest.

4.9 out of 5 average rating, 96 reviews
Superhost
A spacious guest house is depicted against a clear blue sky. The exterior features a combination of muted green siding and a prominent red garage door. A covered entryway adorned with wooden beams enhances the inviting charm of the home, surrounded by a well-kept grassy area.
Private room in Wilmington

The Inn at Quail Run-Jack and Jill Guest House

Guest House: Jack and Jill room: Each room has 1 queen bed. Each room with a door to share bathroom Guest House- living room feat a 40" flat panel TV, private laundry, dining room and kitchen. Lower common areas- entertainment room, fitness room, dry sauna, hockey table, pool table. Outdoor hot tub-Open year round Outdoor heated in-ground pool only available (6/15-9/15) Inn section common areas are NOT accessible to Guest House guests while we have Private Group Inn Guests staying with us.

5.0 out of 5 average rating, 5 reviews
Guest favourite
A two-story house is surrounded by lush greenery, with sunlight illuminating its yellow exterior. A welcoming porch extends from the front, while a white picket fence serves as an inviting boundary. A paved driveway leads up to the home, bordered by a well-maintained lawn.
Private room in Dorset

Vermont Suite| Master Bedroom| Manchester Center

This home offers 4 private bedrooms (including this suite) on the second floor for guest to enjoy. Each bedroom is rented separately, making it a great option for travelers looking for an affordable place to stay if in town for sight-seeing, skiing, wedding, etc. Please note that this is a shared home for guest on the second: * Each bedroom is private *Kitchen is shared by all guests * (3) bedrooms share a bathroom * (1) bedroom suite with private bathroom * Each bedroom has lock and key

4.93 out of 5 average rating, 67 reviews
Top Guest favourite
Guest suite in Shaftsbury

Velvet Antlers Vintage Vermont Studio

This second floor studio apartment in Shaftsbury, Vermont is beautifully decorated with a vintage vibe. Light filled, private, and peaceful. It features French doors that open to a balcony overlooking a pristine 18.5 acre property. A great place to have a romantic getaway weekend, or come for a week or month to work and play, ski and hike in the heart of the beautiful Green Mountains. Excellent workspaces, four skylights, large sofa bed, and a divider curtain if you want to bring the kids!

4.98 out of 5 average rating, 58 reviews
Top Guest favourite
An open living space is depicted, featuring a kitchen area with a stove and a kettle. A cozy sofa is positioned nearby, with large windows allowing natural light to fill the room. A staircase leads to a sleeping loft, visible above, with a unique railing design.
Guest suite in Manchester

Bright Manchester Studio with Sleeping Loft

Our studio apartment with sleeping loft is great for two adults or a couple with children. Located on a quiet country road great for taking long walks. There is a queen bed in the loft and a pull out queen sofa in the living area. Bright with high ceilings and all new furnishings. We are less than three miles from town, 20 minutes to Bromley and 25 minutes to Stratton. Close to hiking, biking, fishing, great restaurants and shopping. Please note;Owners lives on premise in main house.

4.91 out of 5 average rating, 176 reviews
Guest favourite
A spacious multi-story home is set against a clear blue sky. The exterior features light green siding and a red garage door. A welcoming covered porch is supported by wooden beams, and a neat yard surrounds the structure, bordered by trees.
Private room in Wilmington

The Inn at Quail Run- Guest House Master Bedroom

Master Suite: 1 Queen bed & 1 twin private full bath , sleeps 3 guests . Living room featuring a 40" flat panel TV, dining room and kitchen. Lower common areas include an entertainment room, fitness room, dry sauna, and game room with a pool table and air hockey table. Hot Tub -Open year round Outdoor heated in-ground pool during summer seasons, (6/15-9/15) Inn section common areas are NOT accessible to Guest House guests while we have Private Group Inn Guests staying with us.

5.0 out of 5 average rating, 13 reviews
Guest favourite
Guest suite in North Bennington

Charming Private Suite • Walk to Village

Spacious private guest suite in the heart of North Bennington, a short walk to Bennington College, restaurants, and the village. Enjoy a peaceful one-acre setting with private entrance, driveway, enclosed porch, and your own backyard with deck and gas BBQ. Relax in a classic Vermont village. Guests have exclusive use of the property from April–October— This gateway location is ideal for hikers, birdwatchers, academics, art and history lovers, or anyone seeking a quiet getaway.

4.89 out of 5 average rating, 70 reviews
Superhost
The exterior of the Inn at Quail Run is shown, featuring a spacious multi-level structure with a light green facade and a bright red garage door. A welcoming porch area with a wooden framework is visible, surrounded by well-maintained yard space and trees in the background.
Private room in Wilmington

The Inn at Quail Run: Guest House Morgan's room

Queen bed Room includes with private bath use of the living room featuring a 40" flat panel TV, dining room and kitchen. Inn section common areas are NOT accessible to Guest House guests while we have Private Group Inn Guests staying with us. Lower common areas include an entertainment room, fitness room, dry sauna, summer seasons, and game room with a pool table and air hockey table. Hot tub-Open year round Outdoor heated in-ground pool during summer season (6/15-9/15)

4.83 out of 5 average rating, 6 reviews
Top Guest favourite
A spacious great room features a comfortable seating area with a white couch, eclectic armchair, and colorful floor design. Artistic decorations are placed on the walls and shelves, with a kitchenette visible in the background. A piano and drums are positioned nearby for guest use.
Guest suite in Wilmington

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!

4.92 out of 5 average rating, 845 reviews
Top Guest favourite
Guest suite in Shaftsbury

Peaceful get away at birds of a feather

Our cozy upstairs studio can accommodates up to 4 and is separate from the main house. Offering both comfort and privacy. Enjoy a private entrance with keyless check-in for easy arrival. The space includes a queen size sleep number bed, queen size pullout couch, along with a dining table for four. The fully stocked kitchenette has everything you need for simple meals. We provide plush towels, linens, pillows and blankets to make your stay comfortable.

4.98 out of 5 average rating, 193 reviews
Top Guest favourite
The historic two-story house features a blue exterior complemented by a white porch adorned with hanging flower baskets. A pathway lined with greenery leads to the entrance, enhancing the inviting appearance of the home surrounded by mature trees.
Guest suite in Dorset

Guest Suite in historic 1804 tavern, w/ Breakfast.

You'll have the whole 3rd floor to yourself with a new private bath, large bedroom with a/c, and a separate sitting room/library. Stay in an historic gem, listed on the National Register of Historic Places. Historically sensitive restoration has been done. You'll have a continental breakfast in the house's original dining room. We're a four a minute drive from the center of historic Dorset village.

4.91 out of 5 average rating, 222 reviews
Superhost
Private room in Dover

Deerfield Valley Inn 5 Min to Mt Snow Skiing Room9

The Deerfield Valley Inn, located along Route 100, is a serene destination near Mount Snow. With easy access to the ski resort, guests can enjoy winter activities and breathtaking views. The area features rolling hills, charming shops, and cozy restaurants. Surrounding Mount Snow is a magical winter wonderland. The inn is an ideal base for both adventure and relaxation in any season.

Popular amenities for Bennington County Self-Contained Units