West Chesterfield Holiday Rentals, New Hampshire: Private House Rentals

A stone archway surrounded by lush greenery and trees.

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Go beyond your typical stay in West Chesterfield

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Our top choices for West Chesterfield hotels

A dock extending into a lake with a grassy area in the foreground and trees in the background.

A living room with a sofa, armchair, and round table, a bedroom with a bed and nightstands, and large windows with curtains.

A building with a large balcony overlooking a body of water, a bridge in the foreground, and trees with autumn foliage.

A spacious living room with a large window, a patterned rug, and multiple seating options including a sofa and armchairs.

1. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Jason

฿5,342

฿5,797 total

includes taxes & fees

21 Sept - 22 Sept

A large, two-story house with a snow-covered driveway and surrounding trees.

A cozy room with a brick fireplace, floral wallpaper, and comfortable seating.

An outdoor dining area with tables and chairs, umbrellas, and a view of a forested landscape.

A cozy living room with a fireplace, leather chairs, a sofa, and a table with wine glasses.

2. Chesterfield Inn

West Chesterfield

Wayne

฿14,217

฿15,426 total

includes taxes & fees

3 Sept - 4 Sept

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

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.

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

3. Comfort Inn & Suites Brattleboro I-91

Brattleboro

kevin

฿3,650

฿4,015 total

includes taxes & fees

8 Sept - 9 Sept

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

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

4. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Marnie

฿5,604

฿6,165 total

includes taxes & fees

13 Sept - 14 Sept

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

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

5. Hampton Inn Brattleboro

Brattleboro

Timothy

฿3,790

฿4,168 total

includes taxes & fees

8 Sept - 9 Sept

A sign for The Putney Inn, a restaurant and motel, with a friendly welcome message and floral decorations.

A two-story white house with a front porch and a garage, surrounded by lush greenery.

A grassy field with a playground and trees in the background.

A motel with a parking lot, a covered walkway, and a staircase leading to the entrance.

6. The Putney Inn

Putney

JANE

฿3,611

฿3,972 total

includes taxes & fees

23 Sept - 24 Sept

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

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.

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

7. Black Mountain Inn

Brattleboro

Robert

฿2,979

฿3,277 total

includes taxes & fees

3 Sept - 4 Sept

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

A multi-story motel with a parking lot, several vehicles parked, and a tree in the foreground.

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

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

8. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

฿4,011

฿4,413 total

includes taxes & fees

8 Sept - 9 Sept

A reception area with a counter, a computer, and various informational posters on the wall.

A hotel room with a bed, bedside table, lamp, and a mirror.

A bathroom with a toilet, sink, and bathtub.

A motel with a central staircase, multiple rooms, and a parking lot.

9. Travelodge by Wyndham Brattleboro VT

Brattleboro

Jessica

฿2,786

฿3,065 total

includes taxes & fees

9 Sept - 10 Sept

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

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.

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

10. Latchis Hotel

Brattleboro

Stark

฿4,325

฿4,757 total

includes taxes & fees

3 Sept - 4 Sept

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

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

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

A motel with multiple floors, each with balconies and windows.

11. Colonial Motel

Brattleboro

James

฿2,768

฿3,045 total

includes taxes & fees

3 Sept - 4 Sept

A large, white, two-story house with a dark roof, surrounded by lush greenery and a gravel pathway.

A cozy living room with a piano, leather sofa, armchair, and a globe on a coffee table.

A room with a chessboard, leather chairs, a large vase, and a bookshelf.

A living room with a fireplace, a pool table, and comfortable seating.

12. Inn on Putney Road

Brattleboro

Karla

฿9,774

฿10,752 total

includes taxes & fees

13 Sept - 14 Sept

A hotel reception area with two counters labeled 'Choice Hotels' and 'Ascend Hotel Collection'. There are vending machines and a refrigerator with beverages.

A modern fitness center with cardio machines, weightlifting equipment, and a large mirror.

An indoor swimming pool with clear blue water, a lifebuoy, and a few lounge chairs.

A modern kitchen with wooden cabinets, a coffee machine, a fruit juice dispenser, and a refrigerator.

13. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

David

฿4,472

฿4,852 total

includes taxes & fees

8 Sept - 9 Sept

A bar area with a high ceiling and stained glass windows, bar stools, and a checkered floor.

A hotel room with a large bed, two smaller beds, a desk with a TV, a chair, and a view of the outdoors.

A spacious lobby with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A covered outdoor area with a wooden deck, white railings, and string lights.

14. Best Western Plus Keene Hotel

Keene

Julia

฿4,941

฿5,361 total

includes taxes & fees

3 Sept - 4 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 log cabin with a snow-covered entrance and a wooden fence in a snowy forest.

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

15. Vikings Villages Resort

Guilford

Cecil

฿4,540

฿5,295 total

includes taxes & fees

27 Sept - 28 Sept

A bar area with a dark tiled backsplash, multiple stools, and a variety of bottles and glasses on the counter.

A modern hotel lobby with a central bar area, multiple seating arrangements, and a reception desk.

A hotel room with two beds, a desk, an orange chair, and a view of buildings through the window.

A multi-story brick building with a sign reading "COURTYARD BY MARRIOTT".

16. Courtyard by Marriott Keene Downtown

Keene

Deborah

฿6,291

฿6,826 total

includes taxes & fees

3 Sept - 4 Sept

A living room with a brick wall, two armchairs, a sofa, a coffee table, and a patterned rug.

A hotel room with a large bed, a desk with a computer, a TV, and a chair.

A bar area with a dark wooden bar, multiple bar stools, and a large screen displaying the hotel name.

17. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

James

฿6,291

฿6,826 total

includes taxes & fees

3 Sept - 4 Sept

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

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

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.

18. Colonel Williams Inn

Brattleboro

Robert

฿5,242

฿5,767 total

includes taxes & fees

8 Sept - 9 Sept

A swimming pool area with lounge chairs and a sunbed, surrounded by windows and doors.

A room with a dining table, chairs, a sofa, and a red carpet leading to a door.

A sunroom with large windows, a dining area with a table and chairs, and a sofa.

A hotel room with two beds, a nightstand, a lamp, and a chair.

19. Econo Lodge Brattleboro South

Brattleboro

David

฿3,310

฿3,641 total

includes taxes & fees

1 Oct - 2 Oct

A modern dining area with a central seating area, a kitchen in the background, and large windows providing natural light.

A modern hotel with a clear entrance, a parking area, and a sign indicating a 11' clearance.

A hotel suite shop with shelves stocked with snacks and sundries, a refrigerated display case, and a sign indicating 24-hour availability.

An indoor swimming pool with lounge chairs and a sign indicating no lifeguard on duty and no diving.

20. Hampton Inn & Suites Keene

Keene

sheri

฿5,003

฿5,429 total

includes taxes & fees

10 Sept - 11 Sept

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Stay near popular West Chesterfield attractions

Madame Sherri Forest

8.0/10 (4 reviews)

Explore the great outdoors at Madame Sherri Forest, a lovely green space in West Chesterfield. Wander around the forests or experience the area's entertainment venues.

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Wantastiquet Mountain

9.0/10 (2 reviews)

Find out about the history of West Chesterfield when you spend time at Wantastiquet Mountain. While you're in the area, stroll along the riverfront.

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United States Navy Seabee Bridge

9.8/10 (9 reviews)

Learn about the local history of West Chesterfield with a stop at United States Navy Seabee Bridge. Stroll along the riverfront or experience the area's entertainment venues.

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Madame Sherris Castle Ruins

10.0/10 (3 reviews)

You can learn about the history of West Chesterfield with a visit to Madame Sherris Castle Ruins. Wander around the forests or experience the area's entertainment venues.

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Actors Theatre Playhouse

10.0/10 (1 review)

You can get tickets for a performance at Actors Theatre Playhouse on your trip to West Chesterfield. Amble around the area's riverfront or seek out its ski slopes.

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Learn more about West Chesterfield

Paddle along the Connecticut River in a kayak or canoe to spot wildlife and enjoy peaceful New Hampshire scenery. Hike the nearby trails of Pisgah State Park for forest adventures, or visit Madame Sherri's Castle ruins in Chesterfield for a glimpse of local history.

See all hotels in West Chesterfield

A stone structure with an arched entrance, surrounded by a forested area with a dirt path.

Top West Chesterfield Hotel Reviews

Valley Craft Ales

8/10 Good

"The only issue was that the hair dryer at the hotel wasn't working. Other than that, all was well and check-in was easy. I liked the fact that the hotel room included earplugs in the event of noise. Although it really wasn't that noisy."

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"The room was large and comfortable."

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Conveniently located right off Rt. 91, with a restaurant located in the same parking lot and gas stations nearby."

Latchis Hotel

10/10 Excellent

"Great place. Staff are very nice and helpful."

Colonial Motel

10/10 Excellent

"Staff was very helpful. A little seating area under some trees was a beautiful place to relax while the sun was setting."

Hampton Inn Brattleboro

10/10 Excellent

"Clean room and welcoming staff. Breakfast was well displayed."

The Putney Inn

10/10 Excellent

"It’s a motel. It’s clean and the staff is friendly. It’s definitely not fancy, but it gets the job done."

Vikings Villages Resort

10/10 Excellent

"Great place to stay."

Days Inn by Wyndham Keene NH

8/10 Good

"The staff was helpful. Parking was easy. It was an ok stay. I would stay there again for the price."

More cheap stays in West Chesterfield