Whitingham Holiday Rentals, Vermont: Private House Rentals

A rural landscape with rolling hills, a winding road, and autumn-colored trees.

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Our top choices for Whitingham hotels

A spacious kitchen with large windows, a bar area, and a dining setup with chairs and tables.

A large, white, two-story house with a central balcony and a covered porch.

A large, white colonial-style house with a porch, surrounded by lush greenery and trees.

A grand chandelier with multiple candle-like lights, a white balustrade, and an arched doorway in the background.

1. The White House Inn

Wilmington

Teresa

฿5,550

฿6,105 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor deck with a wooden table and wicker chairs, surrounded by a wooden railing and string lights.

A bar area with wooden stools, a bar counter, and a liquor cabinet.

A cozy living room with a fireplace, wooden walls, a sofa, and a dining area.

A wooden sign with an arrow pointing to the right, labeled "CHICKENS".

2. The Wilmington Inn

Wilmington

Jay

฿8,345

฿9,455 total

includes taxes & fees

15 Nov - 16 Nov

A stone fire pit surrounded by a grassy area with a tree and outdoor seating.

A person sitting by a fireplace with stockings hanging above.

A wooden table with a glass, a knife, a napkin, salt and pepper shakers, and a candle holder.

A snow-covered house with a red exterior, two lit lanterns, and a snow-covered entrance.

3. The Nutmeg

Wilmington

Diana

฿6,033

฿6,636 total

includes taxes & fees

15 Nov - 16 Nov

A wooden deck overlooking a river with rocks and dense greenery.

A spacious interior with a large staircase, a central seating area, and exposed wooden beams.

A rustic interior with a long wooden table, a sofa, and a sign reading "VALLEY CRAFT ALES PRESENTS".

A red building with a sign reading "Valley Craft Ales" and a covered outdoor area.

4. Valley Craft Ales

Wilmington

Bryan

฿3,285

฿3,613 total

includes taxes & fees

29 Oct - 30 Oct

A hotel room with a bed, a sofa, a TV, and a bathroom visible through an open door.

A modern hotel building with the name "Hotel Downtown" on the facade.

A modern interior with a large window, a wooden table, and bar stools.

A modern cafe with a wooden accent wall, a coffee machine, and black chairs.

5. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Tara

฿3,995

฿4,462 total

includes taxes & fees

8 Nov - 9 Nov

Two people relaxing by a poolside with drinks, a building in the background, and a clear sky.

A row of colorful Victorian-style houses with a prominent red one labeled "PORCHES."

Two people sitting by a campfire in a wooded area with benches and a clear view of the surrounding trees.

A cozy living room with a fireplace, a red armchair, a bookshelf, and a coffee table.

6. The Porches Inn at Mass MoCA

North Adams

Ram

฿4,979

฿6,311 total

includes taxes & fees

15 Nov - 16 Nov

A fire pit with four Adirondack chairs arranged around it, overlooking a snowy landscape with distant mountains.

A modern building with a flat roof and large windows, surrounded by a pond and trees with autumn foliage.

A large, single-story building with a red and white exterior, surrounded by green fields and a winding road.

A sauna room with wooden walls, a bench, a heater, and a door leading to an outdoor area.

7. Blue Vista Motor Lodge

North Adams

William

฿6,453

฿6,821 total

includes taxes & fees

12 Nov - 13 Nov

A large white building with a stone wall and a lawn covered in fallen leaves.

A large white house with a dark roof, surrounded by snow-covered ground and trees.

A long banquet table set up in a rustic barn with string lights and paper lanterns.

A room with two single beds, a desk, and a radiator.

8. Colonel Williams Inn

Brattleboro

Amy

฿5,279

฿5,806 total

includes taxes & fees

20 Oct - 21 Oct

A spacious dining area with a high ceiling, stone walls, and a fireplace.

A white building with a green roof and a stone wall in the foreground.

A white pergola with a stone pathway leading to a house.

A bar area with a long counter and multiple stools, a fireplace with a mantel, and a yellow armchair.

9. The Hermitage Inn Vermont

West Dover

Theresa

฿12,487

฿13,736 total

includes taxes & fees

17 Oct - 18 Oct

A spacious lobby with a reception desk, seating area, and a modern ceiling light fixture.

A spacious lobby with modern furniture, a large digital map display, and a high ceiling with geometric lighting.

A hotel entrance with a modern design, featuring a prominent entrance canopy and stone pillars.

A hotel room with two beds, a microwave, a coffee maker, and a small kitchenette.

10. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Timothy

฿4,659

฿5,124 total

includes taxes & fees

15 Nov - 16 Nov

A fire feature with a metal frame and a brick wall in the background.

A modern restaurant with a long counter, multiple seating areas, and pendant lighting.

A modern living room with a fireplace, comfortable seating, a flat-screen TV, and a stone accent wall.

A reception area with a wooden reception desk, a bar area in the background, and a decorative wall piece.

11. Fairfield Inn & Suites by Marriott Williamstown

Williamstown

C. David

฿4,689

฿5,238 total

includes taxes & fees

15 Nov - 16 Nov

A modern hotel lobby with a wooden herringbone floor, a green wall with 'Chalet 289' signage, a bench with white cushions, and a reception desk with a trash bin and storage baskets.

A modern living room with a dining area, a fireplace, and a television mounted on the wall.

A modern kitchen with a built-in stove, a refrigerator, and a sink. There is a staircase leading to an upper level.

A hotel room with a large bed, a bedside table with a lamp, a desk with a coffee maker, and a view of the outdoors.

12. Chalet 239

West Dover

Ruth

฿5,150

฿5,664 total

includes taxes & fees

15 Nov - 16 Nov

A log cabin interior with a stone fireplace, wooden furniture, and large windows.

A modern kitchen with wooden accents, a large island, stainless steel appliances, and a view of the outdoors.

A bedroom with a large bed, wooden headboard, two bedside tables with lamps, a window, and a door.

A spacious kitchen with wooden cabinets, granite countertops, and a built-in dishwasher.

13. Brook Bound Inn

Wilmington

Christian

฿6,293

฿6,923 total

includes taxes & fees

3 Nov - 4 Nov

A bedroom with a bed, dresser, TV, and a chair.

A bunk bed with a blue patterned bedspread and a white pillow.

A bathroom with a double sink, a large mirror, and a bed with a blue patterned bedspread.

A panoramic view of a lake surrounded by forested hills.

14. Doveberry Inn

West Dover

Veronica

฿4,072

฿4,479 total

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a stone staircase leading to a wooden front door.

An outdoor patio area with wooden pergola, tables, and chairs.

A swimming pool with a gazebo, a covered patio, and a house with a porch.

A restaurant with multiple tables, chairs, a ceiling fan, and large windows.

15. The Inn At Quail Run

Wilmington

Chandra

฿6,535

฿7,189 total

includes taxes & fees

13 Nov - 14 Nov

A cozy cabin-style restaurant with wooden walls, a plaid carpet, and a variety of dishes displayed on shelves.

A large, two-story house with a well-maintained lawn and a stone pathway leading to the entrance.

An outdoor patio with green Adirondack chairs, a stone fire pit, and a large planter with flowers.

A sign for the Ritzhof Inn with a vacancy and welcome symbols, a deer sculpture, and a snow-covered roof.

16. Kitzhof Inn

West Dover

David

฿4,238

฿4,662 total

includes taxes & fees

19 Oct - 20 Oct

A spacious, rustic interior with wooden beams, leather furniture, and large windows offering natural light.

The entrance to an Inn & Restaurant with a white door and a sign above it.

A staircase with wooden railings and a chandelier.

A cozy room with a fireplace, wooden beams, a bookshelf, and a television.

17. Farm Road Estate

West Dover

Mark

฿6,479

฿8,970 total

includes taxes & fees

15 Nov - 16 Nov

A spacious lounge area with multiple seating options, including sofas and chairs, arranged around a central coffee table.

A cozy living room with a stone fireplace, a wooden coffee table, and comfortable seating.

A long dining table with chairs, large windows, and hanging disco balls.

A cozy lounge area with a stone fireplace, comfortable seating, and a 'Hi' sign above.

18. Hideaway Inn Mt. Snow

West Dover

Kailee

฿3,268

฿3,594 total

includes taxes & fees

27 Oct - 28 Oct

An indoor swimming pool with clear water, metal railings, and lounge chairs.

A hotel room with two beds, a desk with a television, and a window with a mountain view.

A hotel reception area with a reception desk, a chandelier, framed pictures, and a coffee station.

A Hampton Inn hotel with a covered entrance and a clear sign indicating a 16-foot clearance.

19. Hampton Inn Bennington

Bennington

Victoria

฿5,744

฿6,261 total

includes taxes & fees

28 Oct - 29 Oct

A garden with a large rock centerpiece, surrounded by various plants and a wooden structure in the background.

A spacious dining area with multiple wooden tables and chairs, large windows with curtains, and a wooden ceiling.

A house with a porch, a wooden staircase, and a welcome sign.

20. Big Bears Lodge

West Dover

Alfred

฿5,802

฿6,383 total

includes taxes & fees

28 Oct - 29 Oct

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Top Whitingham Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

8/10 Good

"Our room was amply sized to fit our family, including our pack-n-play fro our toddler. The provided breakfast was great the three morning we were there. The indoor pool was cold during our stay, and appeared to be undergoing some renovation. Otherwise it was a great stay."

Travelodge by Wyndham Brattleboro VT

10/10 Excellent

"Old, but clean, friendly, everything worked. Good size TV, microwave and fridge."

Hideaway Inn Mt. Snow

10/10 Excellent

"This was a nice place. The staff was great as there were prompt responses to my inquiries. The property is a little dated but clean. We were not there long enough to enjoy the amenities. I would stay again."

Vikings Villages Resort

10/10 Excellent

"Love our stay in Vikings. Staff was amazing and very attentive and helpful. The cabins were beautiful, clean and had everything we needed. Very recommended. Hope to go back in the future."

The White House Inn

8/10 Good

"It was a beautiful property with friendly staff. The room was very pretty but the mattress was very soft and the pillows were tiny. We loved the fireplace as well but when you lay down you can't see the fire and it was uncomfortable to sit at the end of the bed. A cozy area should be in front of the fire place. However I would still stay there again."

Hampton Inn Brattleboro

8/10 Good

"Clean room. Breakfast good for quick bite and coffee was good"

Hampton Inn & Suites Greenfield

10/10 Excellent

"This was the perfect location and having modern amenities and snacks and breakfast was lovely."

Colonial Motel

8/10 Good

"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."

The Inn At Crumpin Fox

8/10 Good

"Lovely setting."

More cheap stays in Whitingham