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 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.

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

1. The White House Inn

Wilmington

John

Rp3.611.930

Rp3.973.122 total

includes taxes & fees

25 Oct - 26 Oct

A hotel with a clock tower, a parking lot, and a well-maintained garden.

A building entrance with a white door, number 959, and a small porch area decorated with pumpkins, flowers, and scarecrows.

A hotel room with a bed, two bedside lamps, a nightstand, a chair, and a small table.

A swimming pool with lounge chairs and a covered umbrella.

2. Black Mountain Inn

Brattleboro

"Absolutely spotless room, the bedding was amazing, the beds were super comfortable. The people were the nicest people ever and we enjoyed them very much. We had a wonderful stay in Vermont. They advised us on where to dine, at the Marina and it was spot on amazing. We had breakfast at The Porch in the morning and the lovely girl even called to make sure they were open before we drove there. We had amazing food there as well."

Denise

Rp2.719.466

Rp2.991.413 total

includes taxes & fees

28 Sept - 29 Sept

A dining area with a table and four chairs, a painting of a covered bridge, and a painting of a red building.

A hotel room with two beds, a nightstand, a lamp, a painting of a cabin, and a door.

A sign for The Covered Bridge Inn with a welcome message.

A reception area with a stone counter, wooden reception desk, and a red carpet.

3. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

Rp2.556.548

Rp2.812.203 total

includes taxes & fees

4 Oct - 5 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 modern dining area with a large table and chairs, a kitchen in the background, and a stone accent wall.

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

4. Hampton Inn Brattleboro

Brattleboro

Francesca

Rp2.865.912

Rp3.152.503 total

includes taxes & fees

28 Oct - 29 Oct

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

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

5. Valley Craft Ales

Wilmington

Kristen

Rp1.754.673

Rp1.930.140 total

includes taxes & fees

27 Oct - 28 Oct

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 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.

6. Colonel Williams Inn

Brattleboro

Robert

Rp2.819.723

Rp3.101.874 total

includes taxes & fees

6 Oct - 7 Oct

A cozy living room with a fireplace, a coffee station, and a view of the outside.

A dining table with a vase of flowers, a chair, and a window with a view.

A hotel room with a sofa, a coffee table, a desk with a telephone, a mirror, and a television.

A hotel room with two beds, a desk, a chair, a television, a dresser, and a door leading to a bathroom.

7. Colonial Motel

Brattleboro

Alida

Rp1.579.045

Rp1.736.949 total

includes taxes & fees

28 Sept - 29 Sept

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

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 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.

8. Latchis Hotel

Brattleboro

jeffrey

Rp2.233.220

Rp2.456.542 total

includes taxes & fees

28 Sept - 29 Sept

A modern building with a brick facade and large windows, surrounded by lush greenery and flowers.

A gazebo with a red roof and white walls, surrounded by trees and a brick building.

A conference table set for a meeting with chairs and folded red napkins.

A conference room with a long table, six chairs, a projector screen, and a brick wall.

9. The Inn At Crumpin Fox

Bernardston

Alan

Rp1.836.311

Rp2.051.147 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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.

10. Comfort Inn & Suites Brattleboro I-91

Brattleboro

John

Rp2.692.074

Rp2.961.280 total

includes taxes & fees

25 Oct - 26 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 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".

11. The Wilmington Inn

Wilmington

Jay

Rp4.099.787

Rp4.645.059 total

includes taxes & fees

28 Sept - 29 Sept

A bedroom with a geometric-patterned headboard, a bed with a textured white duvet, two pillows, a bedside table with a clock, and a potted plant.

A large, single-story building with a central entrance and a covered walkway.

A room with a round table and two leather chairs, a window with curtains, and a view of a parking lot outside.

A grassy area with picnic tables and a clock tower.

12. Windmill Motel Restaurant

Bernardston

Dan

Rp2.296.060

Rp2.564.699 total

includes taxes & fees

28 Sept - 29 Sept

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

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

13. Vikings Villages Resort

Guilford

Cecil

Rp2.468.800

Rp2.879.363 total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with clear water, surrounded by windows with a view of trees.

A beverage cooler with various drinks, a snack display, and a wall with 'TREATS' signage.

A breakfast area with a sign reading 'HAPPY BREAKFAST STARTS HERE.'

A hotel lobby with a fireplace, seating area, and large windows.

14. Hampton Inn & Suites Greenfield

Greenfield

Pamela

Rp3.802.239

Rp4.247.101 total

includes taxes & fees

5 Oct - 6 Oct

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 person sitting by a fireplace with stockings hanging above.

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

15. The Nutmeg

Wilmington

David

Rp3.759.630

Rp4.135.593 total

includes taxes & fees

28 Sept - 29 Sept

An outdoor seating area with Adirondack chairs and potted plants.

A sign with the word "CLARM" on a grassy field with a road and trees in the background.

A reception area with a bulletin board, a 'no smoking' sign, a clock, and a 'STOP' sign.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a window with curtains.

16. Cozy Corner Motel

Williamstown

Jonathan

Rp1.579.045

Rp1.856.004 total

includes taxes & fees

28 Sept - 29 Sept

A house with a chimney, surrounded by trees with autumn foliage.

A kitchen with wooden shelves holding mugs and tea boxes, a coffee machine, and a toaster.

A two-story house with a porch and a staircase leading to the upper floor.

A bunk bed room with a desk and chair, wooden floors, and a window.

17. UU Rowe Camp and Conference Center

Rowe

Stuart

Rp2.400.792

Rp2.537.637 total

includes taxes & fees

24 Oct - 25 Oct

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

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

18. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Alexandra

Rp2.419.590

Rp2.702.682 total

includes taxes & fees

14 Oct - 15 Oct

A patio area with wooden chairs and tables, surrounded by dense greenery and trees.

A white two-story building with a porch, labeled as a motel.

A hotel room with two blue upholstered chairs, a wooden table with a lamp, a TV mounted on the wall, and a wooden dresser with drawers.

A hay bale display with pumpkins and scarecrows.

19. Willows Motel Williamstown

Williamstown

Linda

Rp1.853.856

Rp2.070.661 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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.

20. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Daniel

Rp3.204.637

Rp3.525.101 total

includes taxes & fees

25 Oct - 26 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

"Old property with a lot of history."

Hampton Inn & Suites Greenfield

8/10 Good

"l"

The Inn At Crumpin Fox

8/10 Good

"Very helpful staff"

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Great location; walkable to restaurants. Spacious 7th floor room had a nice town and mountain view. All staff friendly and helpful. Bed was comfortable; room very clean. Breakfast was minimal and uninspiring."

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent

"I travel for work and had the opportunity to stay at this property for 2 months. This is a great lodge in a lovely part of the country. The friendly staff will go out of their way to accomodate guests if at all possible. This is a modernized lodge type property in a picturesque setting. There are room options that include a sauna in the room. There is also a flash heater type of water heater that provides almost instant and endless hot water on demand. The breakfast offerings include the personal waffle iron kit and all you can eat of it. I never had even the slightest issue with cleanliness and the staff strives to make your stay enjoyable. I don’t know how this property rates with others, but I give it a solid 5 out of 5 stars."

Latchis Hotel

10/10 Excellent

"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill franchise. The linen is first class, nice thick towels. The room had a microwave and a refrig, plus the record player theme is another theme for folks who appreciate the vinyl era. Remember - Art Deco Era - not modern era."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"The pool was not available due to repair. The parking was limited (we had to walk up/down the hill to overflow parking). The faucet in our room made machine gun noise. The room was pretty big and clean. Deli was good. The restaurant bartender was very helpful. The shuttle bus service was great."

Valley Craft Ales

10/10 Excellent

"Cool place! Big room, right in town, great value and a good time for Girls Night!"

More cheap stays in Jacksonville

The Putney Inn

57 Putney Landing Rd Putney VT

Rp1.506.537

Rp1.657.102 total

25 Oct - 26 Oct

includes taxes & fees

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT

Rp2.115.239

Rp2.305.610 total

5 Oct - 6 Oct

includes taxes & fees

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

Latchis Hotel

50 Main Street Brattleboro VT

Rp2.233.220

Rp2.456.542 total

28 Sept - 29 Sept

includes taxes & fees

8.6/10 Excellent! (989 reviews)

Knotty Pine

130 Northside Dr Bennington VT

Rp2.455.575

Rp2.676.576 total

28 Sept - 29 Sept

includes taxes & fees

8.2/10 Very good! (169 reviews)

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

Rp2.692.074

Rp2.961.280 total

25 Oct - 26 Oct

includes taxes & fees

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

Rp2.865.912

Rp3.152.503 total

28 Oct - 29 Oct

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: Provides 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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Find hotels in Jacksonville, VT from Rp1.657.102

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. Black Mountain Inn

3. The Covered Bridge Inn

4. Hampton Inn Brattleboro

5. Valley Craft Ales

6. Colonel Williams Inn

7. Colonial Motel

8. Latchis Hotel

9. The Inn At Crumpin Fox

10. Comfort Inn & Suites Brattleboro I-91

11. The Wilmington Inn

12. Windmill Motel Restaurant

13. Vikings Villages Resort

14. Hampton Inn & Suites Greenfield

15. The Nutmeg

16. Cozy Corner Motel

17. UU Rowe Camp and Conference Center

18. Hotel Downstreet, an Ascend Collection Hotel

19. Willows Motel Williamstown

20. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Stay near popular Jacksonville attractions

Jacksonville Pond

Stickney Hill

Top Jacksonville Hotel Reviews

The White House Inn

Hampton Inn & Suites Greenfield

The Inn At Crumpin Fox

Hotel Downstreet, an Ascend Collection Hotel

Hotel Vervana, Trademark Collection by Wyndham

Latchis Hotel

Grand Summit Resort, A Vail Resorts Property

Valley Craft Ales

More cheap stays in Jacksonville

The Putney Inn

Hotel Vervana, Trademark Collection by Wyndham

Latchis Hotel

Knotty Pine

Comfort Inn & Suites Brattleboro I-91

Hampton Inn Brattleboro

Frequently asked questions

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