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

4.288.709 ₫

4.717.580 ₫ 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 wooden sign with an arrow pointing to the right, labeled "CHICKENS".

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

2. The Wilmington Inn

Wilmington

Jay

5.930.642 ₫

6.719.416 ₫ total

includes taxes & fees

8 Nov - 9 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.

3. Valley Craft Ales

Wilmington

Bryan

2.538.263 ₫

2.792.090 ₫ total

includes taxes & fees

27 Oct - 28 Oct

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

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

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

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

3 Nov - 4 Nov

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

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.

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

5. Colonel Williams Inn

Brattleboro

Amy

4.076.888 ₫

4.484.836 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

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

6. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Timothy

3.832.904 ₫

4.216.194 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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.

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

7. The Hermitage Inn Vermont

West Dover

Theresa

9.609.806 ₫

10.570.657 ₫ total

includes taxes & fees

30 Oct - 31 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.

8. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Charlene

2.896.950 ₫

3.186.645 ₫ total

includes taxes & fees

15 Nov - 16 Nov

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

A wooden entrance with a red door, a welcome sign, a framed map, and a potted plant.

9. The Inn At Quail Run

Wilmington

Chandra

5.050.110 ₫

5.555.121 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

A wooden interior with a fireplace, a staircase, and a dining area.

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

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

10. Vikings Villages Resort

Guilford

Cecil

4.852.398 ₫

5.659.352 ₫ total

includes taxes & fees

22 Oct - 23 Oct

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 reception area with a large landscape painting, a dark reception desk, and a potted plant.

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

11. Hotel Downstreet, an Ascend Collection Hotel

North Adams

mary ellen

3.087.042 ₫

3.448.227 ₫ total

includes taxes & fees

10 Nov - 11 Nov

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 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.

12. Blue Vista Motor Lodge

North Adams

William

4.707.948 ₫

4.976.301 ₫ 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 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.

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

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

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.

14. Farm Road Estate

West Dover

Mark

5.004.088 ₫

6.928.173 ₫ total

includes taxes & fees

2 Nov - 3 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 two-story white building with a central entrance, double doors, and a porch with railings.

15. 1846 Inn and Tavern

West Dover

Kevin

7.374.637 ₫

8.112.100 ₫ total

includes taxes & fees

24 Oct - 25 Oct

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

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

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

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

16. Grand Summit Resort, A Vail Resorts Property

West Dover

Eben

4.078.829 ₫

4.881.613 ₫ total

includes taxes & fees

3 Nov - 4 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 spacious kitchen with wooden cabinets, granite countertops, and a built-in dishwasher.

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

17. Brook Bound Inn

Wilmington

Jorge

7.866.517 ₫

8.653.168 ₫ total

includes taxes & fees

20 Nov - 21 Nov

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

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

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

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

18. Latchis Hotel

Brattleboro

Erik

3.671.041 ₫

4.038.146 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

19. Hideaway Inn Mt. Snow

West Dover

Kailee

2.523.787 ₫

2.776.166 ₫ total

includes taxes & fees

27 Oct - 28 Oct

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

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.

A modern dining area with a large table and chairs, a kitchen in the background, and a stone accent wall.

20. Hampton Inn Brattleboro

Brattleboro

Faith

2.839.716 ₫

3.123.688 ₫ 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 Vervana, Trademark Collection by Wyndham

10/10 Excellent

"Stayed here to attend a local event. It was clean, had breakfast included and was pet friendly. We would definitely stay here again."

Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"The hotel was built in the 1990’s per the concierge, which surprised us, as it is so well maintained that it seems much newer! We booked a king bed room with (small) balcony. Our only complaint would be the bathroom toilet situation. Toilet is very small and way too close to the door…a very awkward setup, especially trying to get into the shower. The tub and shower however seemed completely new. Very nice! The room is quite large and the bed was very comfortable. I’m only 4’10” so it was a high hurdle for me, so I made up the couch bed and slept there. I usually bring a small folding stool but forgot it, so the couch bed was a nice option…it seems to be new and was comfortable. The first night we ate at the hotel restaurant and everything was very tasty, especially the Brussel sprouts and salmon. We were celebrating my husband’s birthday weekend, and brought wine but had to drink from coffee mugs as the hotel is “green” so no cups in the room. We snagged a couple cups from the restaurant for our second night. 😊 Also there’s no mini fridge. We had breakfast twice at 1MTN restaurant, which we highly recommend! Second night we had dinner at “Ten Tables”…their Berkshire Pork Chop was PHENOMENAL. 3rd night we drove down to Wilmington to “The Anchor”…every single thing was delicious! We had a superb weekend!"

Colonial Motel

8/10 Good

"The rooms are quite large. There were a lot of unfinished projects going on, so the property was messy and slightly unkempt. The breakfast was terrible. Trash bags were left out attracting skunks. Price made it a 4 star."

The Porches Inn at Mass MoCA

10/10 Excellent

"The porches Inn was such a lovely cozy place to stay. What we loved: beds were so comfortable and crisp. Thoughtful touches. Very clean and environmentally sustainable. The stainless steel water bottles were great to have using them to refill water that were placed throughout the property. The breakfast each morning was the same however, it was fresh with several options . I had a lox bagel each day with fresh squeezed orange juice and they have non dairy/GF options as well! The coffee is outstanding. They source from a local coffee shop. We couldn’t get enough of it What we thought could be better : Prices listed on their merchandise would be a good choice . I went to buy the water bottle they sell and had no idea it cost $40! Should have asked but I would never assume they would charge so much. We thought the staff seemed grumpy or didn’t seem they wanted to be there. Smiles and hellos were absent throughout our 4 day /3 night stay. A little more friendly vibe would have been nice as it was a hotel staffed property that caters to guests. Other than that, we loved it. The price was well suited for what we received and the location was fabulous. I also enjoyed how they listed all available hikes on thier boards making it easy to pick the one we wanted for the day."

Hideaway Inn Mt. Snow

8/10 Good

"It was a tablet check in which was fairly easy but sends the room number and access code to your e mail address . The rooms were clean and tidy. Free hot drinks in an area on a lower floor. Check out didn’t work on the tablet, so used the telephone. Nobody answered that call, but a member of staff appeared and said everything was fine and we could leave. Diving distance to local restaurants and there were numerous. The gondola was close by, although we didn’t go to the top because it was raining hard and didn’t think we would see much."

The Inn At Crumpin Fox

10/10 Excellent

"This hotel is amazing. A relief to tired travelers. Clean, quiet, and friendly. And a good associated restaurant near by at the golf course. Very happy with our stay."

The Putney Inn

10/10 Excellent

"Our room was quiet, clean and very comfortable. Breakfast was nice--more than enough for a decent breakfast before heading out-- waffle maker, toast, yogurt, cold cereal, fruit, juice coffee, and tea, etc. The grounds were beautiful and well kept. The staff was very helpful and parking was super easy right next to the room. The only slight downside was a strong musty odor in the entryway of the room (106), but the room itself smelled clean and was just fine."

The White House Inn

10/10 Excellent

"The staff was amazing here and we absolutely loved our stay. We will be coming back and staying again."

Hampton Inn Brattleboro

10/10 Excellent

"Excellent place to stay, clean seems new, has small pool and water bath (kind of like jacuzzi) clean room, staff is nice and friendly. Includes breakfast and all day coffee or hot water to make teas (that is a must for me) as I need to make me teas few times a day. Would recommend for sure. If it was cheaper than it would really be off the charts but I will not include that into the review."

More cheap stays in Jacksonville

The Putney Inn

57 Putney Landing Rd Putney VT

2.179.317 ₫

2.397.249 ₫ total

25 Oct - 26 Oct

includes taxes & fees

8.4/10 Very good! (1,007 reviews)

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

2.773.676 ₫

3.023.307 ₫ total

18 Nov - 19 Nov

includes taxes & fees

8.2/10 Very good! (1,013 reviews)

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

2.839.716 ₫

3.123.688 ₫ total

15 Nov - 16 Nov

includes taxes & fees

8.2/10 Very good! (1,002 reviews)

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

2.896.950 ₫

3.186.645 ₫ total

15 Nov - 16 Nov

includes taxes & fees

8.6/10 Excellent! (889 reviews)

Latchis Hotel

50 Main Street Brattleboro VT

3.671.041 ₫

4.038.146 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Knotty Pine

130 Northside Dr Bennington VT

3.829.945 ₫

4.174.640 ₫ total

25 Oct - 26 Oct

includes taxes & fees

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 2.022.864 ₫

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. The Wilmington Inn

3. Valley Craft Ales

4. The Nutmeg

5. Colonel Williams Inn

6. Holiday Inn Express Hotel & Suites Brattleboro by IHG

7. The Hermitage Inn Vermont

8. Comfort Inn & Suites Brattleboro I-91

9. The Inn At Quail Run

10. Vikings Villages Resort

11. Hotel Downstreet, an Ascend Collection Hotel

12. Blue Vista Motor Lodge

13. Chalet 239

14. Farm Road Estate

15. 1846 Inn and Tavern

16. Grand Summit Resort, A Vail Resorts Property

17. Brook Bound Inn

18. Latchis Hotel

19. Hideaway Inn Mt. Snow

20. Hampton Inn Brattleboro

Stay near popular Jacksonville attractions

Jacksonville Pond

Stickney Hill

Top Jacksonville Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Grand Summit Resort, A Vail Resorts Property

Colonial Motel

The Porches Inn at Mass MoCA

Hideaway Inn Mt. Snow

The Inn At Crumpin Fox

The Putney Inn

The White House Inn

Hampton Inn Brattleboro

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

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