Jacksonville Holiday Rentals, Vermont: Private House Rentals

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Our top choices for Jacksonville hotels

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

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

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

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

1. The White House Inn

Wilmington

Gordon

Rp2.966.393

Rp3.263.032 total

includes taxes & fees

1 Nov - 2 Nov

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

A spacious indoor area with wooden tables and chairs, some with laptops and papers, suggesting a co-working or meeting space.

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.

2. Valley Craft Ales

Wilmington

Bryan

Rp1.755.653

Rp1.931.218 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

A two-story house with a porch and a covered area, surrounded by trees and a driveway.

3. The Wilmington Inn

Wilmington

Jay

Rp4.460.337

Rp5.053.562 total

includes taxes & fees

8 Nov - 9 Nov

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

A room with a blue sofa, a plant, a lamp, and framed artwork on the wall.

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

A person sitting by a fireplace with stockings hanging above.

4. The Nutmeg

Wilmington

David

Rp3.224.340

Rp3.546.774 total

includes taxes & fees

2 Nov - 3 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 pathway leading to a gazebo in a park with a pond and trees.

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

5. Colonel Williams Inn

Brattleboro

Amy

Rp2.821.298

Rp3.103.606 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

A spacious lobby with a large flat-screen TV, modern seating, and a large window with a cityscape view.

6. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Timothy

Rp2.651.124

Rp2.916.237 total

includes taxes & fees

8 Nov - 9 Nov

A wooden cabin with a thatched roof, accessible via a wooden walkway with railings.

A rustic wooden cabin with a thatched roof, a stone wall, and a wooden staircase leading to a balcony.

A wooden log cabin with a snow-covered entrance and a wooden fence in a snowy forest.

A cozy room with a wooden wall, a red sofa, a small table with a bottle, a book, and a plant.

7. Vikings Villages Resort

Guilford

Cecil

Rp3.356.282

Rp3.914.433 total

includes taxes & fees

19 Oct - 20 Oct

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

A hotel room with two beds, a desk, a chair, a lamp, and a view of the mountains.

8. Blue Vista Motor Lodge

North Adams

William

Rp3.448.969

Rp3.645.654 total

includes taxes & fees

12 Nov - 13 Nov

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

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

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

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

9. The Inn At Quail Run

Wilmington

Chandra

Rp3.493.035

Rp3.842.339 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

10. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Tara

Rp2.135.230

Rp2.385.052 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A round wooden table set outdoors with white chairs, two glasses of wine, and a potted plant.

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

11. The Hermitage Inn Vermont

West Dover

Theresa

Rp6.650.201

Rp7.315.132 total

includes taxes & fees

24 Oct - 25 Oct

A hotel lobby with a reception desk, two sofas, a coffee station, and a dining area.

A hotel lobby with a reception desk, seating area, and a wall with framed pictures.

A hotel room with a bed, a sofa, a desk, and a chair. There are three framed pictures on the wall.

An indoor swimming pool with a tiled deck, safety signs, and a few chairs.

12. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Charlene

Rp1.981.715

Rp2.179.886 total

includes taxes & fees

8 Nov - 9 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 hotel room with a large bed, a bedside table with a lamp, a desk with a coffee maker, and a view of the outdoors.

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.

13. Chalet 239

West Dover

Ruth

Rp2.752.297

Rp3.027.526 total

includes taxes & fees

1 Nov - 2 Nov

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

A rustic dining area with a wooden table and chairs, large windows with a view of trees, and a kitchen area with white cabinets.

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.

14. Brook Bound Inn

Wilmington

Christian

Rp3.351.701

Rp3.686.854 total

includes taxes & fees

3 Nov - 4 Nov

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

A swimming pool with a white fence, lounge chairs, and umbrellas, surrounded by lush greenery and a lake.

A staircase with wooden railings and a chandelier.

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

15. Farm Road Estate

West Dover

Mark

Rp3.462.941

Rp4.794.451 total

includes taxes & fees

1 Nov - 2 Nov

A red building with a stone fire pit and outdoor seating.

A stone fireplace with a fire, flanked by two leather armchairs and a small table with a plate of food and wine glasses.

A row of red-roofed buildings with a central entrance and a grassy field in the foreground.

A cozy lobby with a stone fireplace, leather sofas, and a staircase.

16. Grand Summit Resort, A Vail Resorts Property

West Dover

Eben

Rp2.685.850

Rp3.214.352 total

includes taxes & fees

11 Nov - 12 Nov

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

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

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

A panoramic view of a lake surrounded by forested hills.

17. Doveberry Inn

West Dover

Veronica

Rp2.174.729

Rp2.392.202 total

includes taxes & fees

25 Oct - 26 Oct

The exterior of Latchis Hotel with a prominent entrance, large windows, and potted plants.

A banquet hall with round tables, chairs, and a staircase.

A covered bridge with a stone foundation, surrounded by lush greenery and a well-maintained lawn.

A hotel lobby with a reception desk, seating area, and a large window.

18. Latchis Hotel

Brattleboro

Erik

Rp2.539.168

Rp2.793.086 total

includes taxes & fees

1 Nov - 2 Nov

A snow-covered outdoor area with a white fence, a tree with snow-laden branches, and a building with windows adorned with lights and wreaths.

A snow-covered street with a West Dover Inn sign, a snowbank, and a building with lights.

A hotel room with two beds, a sitting area with a chair and a small table, a television, and a bookshelf.

A room with a window, curtains, a lamp, a chair, a table, and a radiator.

19. 1846 Inn and Tavern

West Dover

Kevin

Rp5.099.425

Rp5.609.368 total

includes taxes & fees

18 Oct - 19 Oct

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

A swimming pool with a gazebo, outdoor seating, and a view of trees.

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

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

20. Hideaway Inn Mt. Snow

West Dover

Kailee

Rp1.746.517

Rp1.921.168 total

includes taxes & fees

26 Oct - 27 Oct

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Stay near popular Jacksonville attractions

Jacksonville Pond

Explore the great outdoors at Jacksonville Pond, a lovely green space in Jacksonville. Discover the area's mountain views and seek out the ski slopes.

See properties

Stickney Hill

Commune with nature and explore the great outdoors at Stickney Hill during your travels in Jacksonville. While you're in the area, wander around the parks.

See properties

Top Jacksonville Hotel Reviews

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."

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"Pet friendly…if you are in building 3 you are pretty far from breakfast and lobby"

Hampton Inn Brattleboro

8/10 Good

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

Willows Motel Williamstown

10/10 Excellent

"The room was very neat and clean. The bathroom was newly renovated. The staff was super friendly. Probably the best continental breakfast that you could ever ask for."

Valley Craft Ales

8/10 Good

"Pretty basic but comfy beds and a good sleep after a long journey."

Hideaway Inn Mt. Snow

8/10 Good

"Hard to find the hot tub. Strange to not have staff there."

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 Jacksonville

The Putney Inn

57 Putney Landing Rd Putney VT

Rp1.507.379

Rp1.658.027 total

25 Oct - 26 Oct

includes taxes & fees

8.4/10 Very good! (1,009 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

Rp1.888.030

Rp2.057.953 total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (1,009 reviews)

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

Rp1.981.715

Rp2.179.886 total

8 Nov - 9 Nov

includes taxes & fees

8.6/10 Excellent! (882 reviews)

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

Rp2.070.743

Rp2.277.817 total

8 Nov - 9 Nov

includes taxes & fees

8.2/10 Very good! (1,000 reviews)

Knotty Pine

130 Northside Dr Bennington VT

Rp2.427.641

Rp2.646.129 total

26 Oct - 27 Oct

includes taxes & fees

8.2/10 Very good! (178 reviews)

Latchis Hotel

50 Main Street Brattleboro VT

Rp2.539.168

Rp2.793.086 total

1 Nov - 2 Nov

includes taxes & fees

Frequently asked questions

Where is the best place to stay in Jacksonville?

Located 16.3 mi (26.2 km) from the heart of Jacksonville, Hotel Downstreet, an Ascend Collection Hotel is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Grand Summit Resort, A Vail Resorts Property and Colonial Motel. See all available top hotels, or vacation rentals in Jacksonville.

If I need to cancel my hotel reservation in Jacksonville, will I receive a refund?

Yes, most hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Jacksonville.

What are some accommodation options with pools in Jacksonville?

Hotel Downstreet, an Ascend Collection Hotel: Offers daily, an indoor pool and free self parking. Hotel Vervana, Trademark Collection by Wyndham and Hideaway Inn Mt. Snow are two additional hotels that feature an on-site pool. View all hotels with pools in Jacksonville.

What is staying in Jacksonville like?

Visitors can enjoy all that Jacksonville has to offer, including the wineries and parks. In Jacksonville, there are 14 hotels and other accommodation options to choose from. Find out more about Jacksonville.

What should I see while I'm in Jacksonville?

Favourite places to visit include Jacksonville Pond, Stickney Hill and H.O. Cook State Forest. You'll also find Molly Stark State Park and Harriman Reservoir in the area. Take a look at what more there is to see and do in Expedia's Jacksonville guide.

What's the seasonal weather in Jacksonville?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Jacksonville are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

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Book Hotels in Jacksonville on Expedia.com

Find hotels in Jacksonville, VT from Rp1.399.162

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Jacksonville

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Jacksonville hotels

1. The White House Inn

2. Valley Craft Ales

3. The Wilmington Inn

4. The Nutmeg

5. Colonel Williams Inn

6. Holiday Inn Express Hotel & Suites Brattleboro by IHG

7. Vikings Villages Resort

8. Blue Vista Motor Lodge

9. The Inn At Quail Run

10. Hotel Downstreet, an Ascend Collection Hotel

11. The Hermitage Inn Vermont

12. Comfort Inn & Suites Brattleboro I-91

13. Chalet 239

14. Brook Bound Inn

15. Farm Road Estate

16. Grand Summit Resort, A Vail Resorts Property

17. Doveberry Inn

18. Latchis Hotel

19. 1846 Inn and Tavern

20. Hideaway Inn Mt. Snow

Stay near popular Jacksonville attractions

Jacksonville Pond

Stickney Hill

Top Jacksonville Hotel Reviews

The White House Inn

Hotel Vervana, Trademark Collection by Wyndham

Hampton Inn Brattleboro

Willows Motel Williamstown

Valley Craft Ales

Hideaway Inn Mt. Snow

Hampton Inn & Suites Greenfield

Colonial Motel

The Inn At Crumpin Fox

More cheap stays in Jacksonville

The Putney Inn

Hotel Vervana, Trademark Collection by Wyndham

Comfort Inn & Suites Brattleboro I-91

Hampton Inn Brattleboro

Knotty Pine

Latchis Hotel

Frequently asked questions

Explore a world of travel with Expedia

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