Chesterfield Holiday Rentals, New Hampshire: Private House Rentals

A rural landscape with a grassy field, a dirt path, and a hill covered with autumn-colored trees.

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Our top choices for Chesterfield hotels

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

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

1. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Amber

3.081.352 ₫

3.389.488 ₫ total

includes taxes & fees

13 Sept - 14 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 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.

2. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Marnie

4.407.520 ₫

4.848.272 ₫ total

includes taxes & fees

13 Sept - 14 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 cozy reading area with wooden chairs, a table with newspapers, and potted plants.

3. Black Mountain Inn

Brattleboro

Robert

3.086.672 ₫

3.395.339 ₫ total

includes taxes & fees

8 Sept - 9 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 lobby with a central circular platform, a statue, and a fountain. There are paintings on the walls and a staircase to the left.

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

4. Latchis Hotel

Brattleboro

Stark

2.761.011 ₫

3.037.112 ₫ total

includes taxes & fees

9 Sept - 10 Sept

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

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

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.

5. Colonial Motel

Brattleboro

James

2.168.813 ₫

2.385.694 ₫ total

includes taxes & fees

7 Sept - 8 Sept

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

A spacious bedroom with a large bed, a desk, and a television.

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

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

6. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Jason

4.189.821 ₫

4.545.956 ₫ total

includes taxes & fees

29 Sept - 30 Sept

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

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.

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

7. The Covered Bridge Inn

Brattleboro

VINCENT JOEL

3.154.637 ₫

3.470.100 ₫ total

includes taxes & fees

7 Sept - 8 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 hotel room with a bed, a desk, a chair, a wooden door, and a window.

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

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

8. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

David

4.063.897 ₫

4.409.208 ₫ total

includes taxes & fees

20 Sept - 21 Sept

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.

9. Hampton Inn Brattleboro

Brattleboro

Timothy

3.165.069 ₫

3.481.576 ₫ total

includes taxes & fees

13 Sept - 14 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 hotel room with two beds, a desk, and a TV.

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

10. The Putney Inn

Putney

JANE

2.840.112 ₫

3.124.123 ₫ total

includes taxes & fees

7 Sept - 8 Sept

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

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

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

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

11. Best Western Plus Keene Hotel

Keene

Julia

3.885.920 ₫

4.216.354 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A hotel room with two beds, a TV, a desk, and a window with curtains.

A reception area with a black marble counter, wooden cabinets, and a 'Staff Only' door.

A conference room with a black table, wooden chairs, a mounted TV, and a decorative mirror.

A Days Inn with a brick facade, a central entrance, and a parking lot.

12. Days Inn by Wyndham Keene NH

Keene

Alex

2.482.816 ₫

2.693.855 ₫ total

includes taxes & fees

8 Sept - 9 Sept

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

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

13. Vikings Villages Resort

Guilford

Cecil

4.446.783 ₫

5.186.284 ₫ total

includes taxes & fees

9 Sept - 10 Sept

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

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

An indoor swimming pool with clear water, a glass railing, and a seating area with tables and chairs.

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

14. Courtyard by Marriott Keene Downtown

Keene

Deborah

5.189.920 ₫

5.631.063 ₫ total

includes taxes & fees

7 Sept - 8 Sept

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

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

A reception area with a 'Welcome to the Granite State' sign, a reception desk, and a well-organized suite shop.

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

15. Hampton Inn & Suites Keene

Keene

sheri

4.148.806 ₫

4.501.455 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A bar area with a fireplace, seating, and a TV.

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

A hotel room with a brick wall, a large bed with white bedding, a flat-screen TV, and a desk with a lamp.

16. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

James

5.302.064 ₫

5.752.740 ₫ total

includes taxes & fees

13 Sept - 14 Sept

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

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

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

A dining area with a round wooden table, white chairs, and a green wall.

17. Inn on Putney Road

Brattleboro

Karla

7.686.819 ₫

8.455.657 ₫ total

includes taxes & fees

8 Sept - 9 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.

18. Windmill Motel Restaurant

Bernardston

Dan

3.168.720 ₫

3.539.460 ₫ total

includes taxes & fees

7 Sept - 8 Sept

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

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.

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

19. The Inn At Crumpin Fox

Bernardston

Alan

4.235.392 ₫

4.730.912 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A historic brick building with a porch and a sign reading "Burrell House."

A bedroom with a large bed, a wooden desk, and three chairs. There are three windows with shutters.

A hallway with a white radiator, a wooden staircase, and a door with decorative glass panels.

A covered outdoor seating area with tables and chairs, overlooking a residential street with houses and a road.

20. The Burrell House

Keene

Justin

3.302.450 ₫

3.682.232 ₫ total

includes taxes & fees

7 Sept - 8 Sept

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Stay near popular Chesterfield attractions

Asbury United Methodist Church

You can learn about the history of Chesterfield when you stop by Asbury United Methodist Church. Amble around the area's riverfront or seek out its ski slopes.

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Chesterfield Town Hall

After visiting Chesterfield Town Hall, make a plan to see the other sights and activities in Chesterfield. Make some time to visit the shops while you're in the area.

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Learn more about Chesterfield

Tucked along the Connecticut River, this charming New England town offers peaceful kayaking and hiking trails through Pisgah State Park. Spend summer days swimming at Spofford Lake, where local families gather for picnics and the annual Old Home Day celebrations.

See all hotels in Chesterfield

A stone archway in a forest with autumn leaves.

Top Chesterfield Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Clean & nice staff. Enjoyed our stay"

Latchis Hotel

10/10 Excellent

"Considering the age of the property, this is a great stay! The staff was super helpful upon arrival, helping with check-in, parking and directions. The proximity to shops and restaurants is amazing. The room was clean and comfortable. I love that there were extra fans in the room to account for the lack of AC. Definitely still stay again!"

The Inn At Crumpin Fox

10/10 Excellent

"The rooms where clean and quiet . Beautiful views. Only downside sight said breakfast. Didn't see anything except tea bags hot water coffee and creamer. No food. Otherwise enjoyed it."

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"All around great stay. Thank you."

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."

The White House Inn

10/10 Excellent

"The patio and grounds were amazing! Room was cute, clean and quiet."

Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent

"Right in the middle of town. Very comfortable. Nice breakfast in the morning. Liked the candy in the lobby."

Econo Lodge Brattleboro South

8/10 Good

"Ok"

More cheap stays in Chesterfield

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

2.482.816 ₫

2.693.855 ₫ total

8 Sept - 9 Sept

includes taxes & fees

Latchis Hotel

50 Main Street Brattleboro VT

2.761.011 ₫

3.037.112 ₫ total

9 Sept - 10 Sept

includes taxes & fees

8.6/10 Excellent! (976 reviews)

The Putney Inn

57 Putney Landing Rd Putney VT

2.840.112 ₫

3.124.123 ₫ total

7 Sept - 8 Sept

includes taxes & fees

8.4/10 Very good! (1,001 reviews)

Comfort Inn & Suites Brattleboro I-91

1186 Putney Road Brattleboro VT

3.081.352 ₫

3.389.488 ₫ total

13 Sept - 14 Sept

includes taxes & fees

8.6/10 Excellent! (855 reviews)

Hampton Inn Brattleboro

1378 Putney Road Brattleboro VT

3.165.069 ₫

3.481.576 ₫ total

13 Sept - 14 Sept

includes taxes & fees

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH

4.063.897 ₫

4.409.208 ₫ total

20 Sept - 21 Sept

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Hotels in Chesterfield with star rating

Frequently asked questions

What's the weather like in Chesterfield?

The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Chesterfield are January, March, November and February, with each month seeing an average of 23 cm of snowfall.

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Book Hotels in Chesterfield on Expedia.com

Find hotels in Chesterfield, NH from 2.385.694 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Chesterfield

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Chesterfield hotels

1. Comfort Inn & Suites Brattleboro I-91

2. Holiday Inn Express Hotel & Suites Brattleboro by IHG

3. Black Mountain Inn

4. Latchis Hotel

5. Colonial Motel

6. Riverside Hotel, an Ascend Collection Hotel

7. The Covered Bridge Inn

8. Keene Elm City Hotel, an Ascend Collection Hotel

9. Hampton Inn Brattleboro

10. The Putney Inn

11. Best Western Plus Keene Hotel

12. Days Inn by Wyndham Keene NH

13. Vikings Villages Resort

14. Courtyard by Marriott Keene Downtown

15. Hampton Inn & Suites Keene

16. Fairfield Inn & Suites by Marriott Keene Downtown

17. Inn on Putney Road

18. Windmill Motel Restaurant

19. The Inn At Crumpin Fox

20. The Burrell House

Stay near popular Chesterfield attractions

Asbury United Methodist Church

Chesterfield Town Hall

Learn more about Chesterfield

Top Chesterfield Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

Latchis Hotel

The Inn At Crumpin Fox

Keene Elm City Hotel, an Ascend Collection Hotel

The Putney Inn

The White House Inn

Fairfield Inn & Suites by Marriott Keene Downtown

Econo Lodge Brattleboro South

More cheap stays in Chesterfield

Days Inn by Wyndham Keene NH

Latchis Hotel

The Putney Inn

Comfort Inn & Suites Brattleboro I-91

Hampton Inn Brattleboro

Keene Elm City Hotel, an Ascend Collection Hotel

Hotels in Chesterfield with star rating

Frequently asked questions

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