Richmond Holiday Rentals, Winchester: Private House Rentals

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Our top choices for Richmond hotels

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

A gazebo with a white fence and a blue roof, surrounded by a well-maintained lawn, with a brick building in the background.

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.

1. Best Western Plus Keene Hotel

Keene

Ruddy

฿4,758

฿5,163 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

2. Hampton Inn & Suites Keene

Keene

Rebecca

฿4,715

฿5,116 total

includes taxes & fees

1 Nov - 2 Nov

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.

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

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

3. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Angelo

฿4,000

฿4,340 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

4. Fairfield Inn & Suites by Marriott Keene Downtown

Keene

Caroline

฿5,829

฿6,325 total

includes taxes & fees

25 Oct - 26 Oct

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

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".

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

5. Courtyard by Marriott Keene Downtown

Keene

Deborah

฿6,355

฿6,895 total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel gym with treadmills, an elliptical, dumbbells, and a stationary bike.

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

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

6. Days Inn by Wyndham Keene NH

Keene

CHERYL

฿3,086

฿3,348 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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.

7. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Paul

฿5,110

฿5,621 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a red door, green shutters, and a snow-covered front yard.

A golf course with a brick pathway, wooden boxes, and a tee box.

A kitchenette with a refrigerator, a coffee station, and a fruit basket.

A group of women in formal attire standing in a garden with a house in the background.

8. Centennial House

Northfield

Alan

฿6,034

฿6,377 total

includes taxes & fees

13 Oct - 14 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.

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

9. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Charlene

฿3,805

฿4,185 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.

10. Hampton Inn Brattleboro

Brattleboro

Francesca

฿3,943

฿4,338 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A grassy area with picnic tables and a clock tower.

11. Windmill Motel Restaurant

Bernardston

Donna

฿4,311

฿4,816 total

includes taxes & fees

11 Oct - 12 Oct

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

A brick building with a red awning and a sign that reads "The Inn."

12. The Inn At Crumpin Fox

Bernardston

Heather

฿3,782

฿4,224 total

includes taxes & fees

1 Nov - 2 Nov

A wooden table set with plates, cutlery, and a folded napkin.

A corner room with wooden flooring, a wooden table, and four chairs. Large windows with curtains are visible, offering a view of a green landscape and a red deck outside.

A two-story building with a porch, a sign indicating guest rooms, and an American flag.

A bench in front of an apple tree with ripe apples.

13. The Carriage Barn Inn

Keene

Richard

฿5,674

฿6,156 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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

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

14. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Jason

฿5,115

฿5,550 total

includes taxes & fees

5 Nov - 6 Nov

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

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.

A kitchen with a microwave, coffee maker, and a KUPPST refrigerator. There are two stools and a small shelf with a vase.

15. The Burrell House

Keene

Justin

฿4,142

฿4,618 total

includes taxes & fees

22 Oct - 23 Oct

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 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.

16. Latchis Hotel

Brattleboro

jeffrey

฿4,765

฿5,242 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

17. The Covered Bridge Inn

Brattleboro

Adolfo

฿3,536

฿3,890 total

includes taxes & fees

8 Oct - 9 Oct

A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

A cozy living room with a sofa, armchairs, a coffee table, and a dining table. There is a large window with curtains, a fireplace, and a lamp.

A porch with a wooden bench and a bench with cushions.

A dining area with two tables, chairs, and a radiator.

18. Monadnock Inn

Jaffrey

Jed

฿4,879

฿5,293 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

19. The Putney Inn

Putney

Carolyn

฿2,829

฿3,112 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

20. Hampton Inn & Suites Greenfield

Greenfield

Pamela

฿6,478

฿7,236 total

includes taxes & fees

1 Nov - 2 Nov

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Top Richmond Hotel Reviews

Hampton Inn & Suites Keene

10/10 Excellent

"Staff friendly and helpful. Clean and great breakfast!"

The Putney Inn

8/10 Good

"Nice area; motel needs some TLC. Spent three nights while on a sightseeing trip. Overall enjoyed our stay."

Black Mountain Inn

8/10 Good

"The Black Mountain Inn has seen some decades...but it is well kept up with kindly staff. --Immediately off the I-91 exit, on the main road into Brattlelboro with fast food and cafes nearby. --Room as described and parking available next to it --Marvelous motel cat is part of the welcome committee --Maps and brochures as well as knowledgeable staff --Negative? The "breakfast" is actually coffee, various snack bars and pkg'd baked goods and yogurt. So, if you really need breakfast, you'll have to go out..."

Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent

"Beautiful room and scenery in a wonderful quiet location. Relaxation and serenity."

The Covered Bridge Inn

8/10 Good

"Poor included breakfast. Not much available. Bagels were very hard"

The Inn At Crumpin Fox

10/10 Excellent

"We came in late and were met by the owner and he had everything ready for us to check in. The room was nice and clean . The breakfast was really good with alot of choices. We had a nice talk with the owner at breakfast. Definitely a good place to stay."

Days Inn by Wyndham Keene NH

8/10 Good

"The staff was friendly and helpful when something was needed. Obviously every hotel has an odor and people who don’t follow rules so yes it smelled of smoke at times. But the sheets smelled fresh and the room was clean. Overall a good quiet stay"

Gardner Inn

8/10 Good

"It didn’t look very good from the entrance but when we pulled into the back which was really the front it looked simple but nice. The staff or owners were lovely and the room and halls were immaculate."