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

A spacious restaurant with high ceilings, patterned flooring, and multiple seating areas.

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

4.286.556 ₫

4.715.212 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

2. Valley Craft Ales

Wilmington

Bryan

2.536.989 ₫

2.790.688 ₫ 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 two-story house with a porch and a covered area, surrounded by trees and a driveway.

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

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

3. The Wilmington Inn

Wilmington

Jay

5.927.665 ₫

6.716.045 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

4. The Nutmeg

Wilmington

Diana

4.659.300 ₫

5.125.230 ₫ 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 room with two single beds, a desk, and a radiator.

A pathway leading to a gazebo in a park with a pond and trees.

5. Colonel Williams Inn

Brattleboro

Amy

4.076.888 ₫

4.484.576 ₫ total

includes taxes & fees

20 Oct - 21 Oct

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

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

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

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

3.598.015 ₫

3.957.816 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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.

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

7. Vikings Villages Resort

Guilford

Cecil

4.849.961 ₫

5.656.509 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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.

8. The Hermitage Inn Vermont

West Dover

Theresa

9.609.806 ₫

10.570.657 ₫ total

includes taxes & fees

24 Oct - 25 Oct

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

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

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.

9. The Inn At Quail Run

Wilmington

Chandra

5.047.575 ₫

5.552.333 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A hotel room with a sofa, a coffee table, a chair, a desk, and a lamp.

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

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

10. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Charlene

2.864.693 ₫

3.151.162 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

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.

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

11. Hotel Downstreet, an Ascend Collection Hotel

North Adams

mary ellen

3.085.492 ₫

3.446.495 ₫ total

includes taxes & fees

8 Nov - 9 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 two-story white building with a central entrance, double doors, and a porch with railings.

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

12. 1846 Inn and Tavern

West Dover

Kevin

7.374.637 ₫

8.112.100 ₫ 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 hotel room with two beds, a desk, a chair, a lamp, and a view of the mountains.

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

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

13. Blue Vista Motor Lodge

North Adams

William

4.705.584 ₫

4.973.802 ₫ total

includes taxes & fees

18 Nov - 19 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 wooden deck with a bench and an umbrella, leading to a dark-colored building with a door and windows.

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

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

14. Chalet 239

West Dover

Ruth

3.977.178 ₫

4.374.895 ₫ total

includes taxes & fees

1 Nov - 2 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.

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

15. Farm Road Estate

West Dover

Mark

5.004.088 ₫

6.928.173 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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

A pool area with a clear blue pool, surrounded by snow-covered ground and buildings with red and green facades.

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

16. Grand Summit Resort, A Vail Resorts Property

West Dover

Eben

4.085.423 ₫

4.889.488 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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.

17. Brook Bound Inn

Wilmington

Christian

6.115.331 ₫

6.726.735 ₫ total

includes taxes & fees

3 Nov - 4 Nov

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

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.

A hallway with a collection of plates on the walls, leading to a staircase.

18. The Porches Inn at Mass MoCA

North Adams

Ram

4.170.073 ₫

5.236.243 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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 lobby with a central circular platform, a statue, and a fountain. There are paintings on the walls and a staircase to the left.

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

19. Latchis Hotel

Brattleboro

Erik

3.669.199 ₫

4.036.119 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A large indoor swimming pool with clear water, surrounded by tiled walls and a ceiling with recessed lighting.

A spacious lobby with a stone wall, a reception desk, and a large window.

A compact hotel room with a kitchenette, a sofa, a small table, and a window with curtains.

A lobby with wooden paneling, a fireplace, and two green armchairs.

20. Hampton Inn Brattleboro

Brattleboro

Faith

2.860.293 ₫

3.146.323 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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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.

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Top Jacksonville Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Would stay here again for sure"

Latchis Hotel

10/10 Excellent

"The vintage property is well maintained. The staff was friendly and informative. Room was comfy and clean. Loved listening to records in our room, and a great selection can be found on each floor. Worth the stay. Would most definitely stay again should I find myself in the area again."

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"all good"

The Porches Inn at Mass MoCA

10/10 Excellent

"Very friendly and helpful staff. Good drinks at happy hour. Super comfy chairs and bed in the room."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"Hot tub wasn’t up and running, was looking forward to utilizing that amenity. Food was basically just freezer food, even the salads were below average. Service was great though."

The White House Inn

10/10 Excellent

"We truly enjoyed our visit to this beautiful Inn. The location is great (close to Hogback Mtn) and Clara’s Restaurant was wonderful. Exceptional service and great atmosphere. We will definitely be making a return visit."

Colonial Motel

10/10 Excellent

"Value for money. Clean and conveniently located. Friendly staff."

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."

More cheap stays in Jacksonville

The Putney Inn

57 Putney Landing Rd Putney VT

2.178.223 ₫

2.396.045 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.4/10 Very good! (1,004 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

2.750.281 ₫

2.997.807 ₫ total

15 Nov - 16 Nov

includes taxes & fees

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

2.860.293 ₫

3.146.323 ₫ total

15 Nov - 16 Nov

includes taxes & fees

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

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

2.864.693 ₫

3.151.162 ₫ total

15 Nov - 16 Nov

includes taxes & fees

8.6/10 Excellent! (888 reviews)

Latchis Hotel

50 Main Street Brattleboro VT

3.669.199 ₫

4.036.119 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (1,008 reviews)

Knotty Pine

130 Northside Dr Bennington VT

3.829.945 ₫

4.174.640 ₫ total

19 Oct - 20 Oct

includes taxes & fees

8.2/10 Very good! (179 reviews)

Hotels in Jacksonville with star rating

Frequently asked questions

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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Rental cars Rutland Southern Vermont Regional airport

Book Hotels in Jacksonville on Expedia.com

Find hotels in Jacksonville, VT from 2.396.045 ₫

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. The Hermitage Inn Vermont

9. The Inn At Quail Run

10. Comfort Inn & Suites Brattleboro I-91

11. Hotel Downstreet, an Ascend Collection Hotel

12. 1846 Inn and Tavern

13. Blue Vista Motor Lodge

14. Chalet 239

15. Farm Road Estate

16. Grand Summit Resort, A Vail Resorts Property

17. Brook Bound Inn

18. The Porches Inn at Mass MoCA

19. Latchis Hotel

20. Hampton Inn Brattleboro

Stay near popular Jacksonville attractions

Jacksonville Pond

Stickney Hill

Top Jacksonville Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Latchis Hotel

Comfort Inn & Suites Brattleboro I-91

The Porches Inn at Mass MoCA

Grand Summit Resort, A Vail Resorts Property

The White House Inn

Colonial Motel

Hideaway Inn Mt. Snow

Vikings Villages Resort

More cheap stays in Jacksonville

The Putney Inn

Hotel Vervana, Trademark Collection by Wyndham

Hampton Inn Brattleboro

Comfort Inn & Suites Brattleboro I-91

Latchis Hotel

Knotty Pine

Hotels in Jacksonville with star rating

Frequently asked questions

Explore a world of travel with Expedia

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