Leyden Holiday Rentals, Massachusetts: Private House Rentals

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Our top choices for Leyden hotels

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

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

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.

1. The Inn At Crumpin Fox

Bernardston

Heather

฿3,772

฿4,213 total

includes taxes & fees

1 Nov - 2 Nov

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

A hotel with a large entrance, a sign reading 'Hampton Inn & Suites,' and a parking lot.

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.

2. Hampton Inn & Suites Greenfield

Greenfield

Robert

฿6,461

฿7,217 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

3. Vikings Villages Resort

Guilford

Cecil

฿6,282

฿7,327 total

includes taxes & fees

12 Oct - 13 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 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

Timothy

฿4,661

฿5,127 total

includes taxes & fees

8 Nov - 9 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 flat-screen TV mounted on a wall displaying a streaming service interface.

5. Windmill Motel Restaurant

Bernardston

Donna

฿4,300

฿4,803 total

includes taxes & fees

12 Oct - 13 Oct

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

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

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

A red building with white trim, surrounded by lush greenery and fruit trees.

6. Centennial House

Northfield

Alan

฿6,018

฿6,361 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 room with a sofa, a coffee table, a chair, a desk, and a lamp.

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

A hotel room with a bed, a sofa, a desk, and a chair. There are three framed pictures on the wall.

7. Comfort Inn & Suites Brattleboro I-91

Brattleboro

Charlene

฿3,709

฿4,080 total

includes taxes & fees

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

8. Latchis Hotel

Brattleboro

Erik

฿4,753

฿5,228 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a large porch and multiple windows, surrounded by autumn foliage.

A hallway with two doors, one labeled '3' and the other '2', and a wall-mounted light fixture.

A modern kitchen with a central island, bar stools, a refrigerator, and a dining area with a sofa and a table.

A modern kitchen with dark cabinetry, a coffee machine, and a built-in stove.

9. Shelburne Springs Hotel

Shelburne

William

฿9,593

฿10,716 total

includes taxes & fees

12 Oct - 13 Oct

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 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.

10. Riverside Hotel, an Ascend Collection Hotel

West Chesterfield

Jason

฿5,102

฿5,535 total

includes taxes & fees

9 Nov - 10 Nov

A neatly arranged hotel room with a bed, a chair, a desk, and two framed pictures on the wall.

A building with a sign for Deerfield Inn, featuring a porch with American flags and autumn foliage.

A living room with a sofa, a coffee table, a television, a fireplace, a cabinet, and a lamp.

A living room with a TV, a coffee table, a sofa, a chair, and a lamp.

11. Deerfield Inn

Deerfield

Deborah

฿9,325

฿12,010 total

includes taxes & fees

12 Oct - 13 Oct

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

A compact hotel room with a kitchenette, a sofa, a small table, and a window with curtains.

12. Hampton Inn Brattleboro

Brattleboro

Francesca

฿3,819

฿4,201 total

includes taxes & fees

8 Nov - 9 Nov

A two-story house with a porch, a balcony, and a chimney.

A traditional dining room with a wooden table, chairs, and a chandelier.

A dining room with a wooden table, chairs, a chandelier, and a fireplace.

A traditional living room with a green sofa, a yellow armchair, a wooden coffee table, and a patterned rug.

13. Blooming Inn

Shelburne Falls

Robert

฿2,927

฿4,913 total

includes taxes & fees

4 Nov - 5 Nov

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

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

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.

14. Colonel Williams Inn

Brattleboro

Amy

฿5,281

฿5,809 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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

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

15. Inn on Putney Road

Brattleboro

Karla

฿8,950

฿9,845 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A hotel lobby with a red carpet, a reception desk, a sofa, and chairs.

16. Econo Lodge Brattleboro South

Brattleboro

David

฿3,335

฿3,668 total

includes taxes & fees

9 Nov - 10 Nov

A blue house with a porch, a sign reading "The One Cat", and a garden with various plants and flowers.

A wooden desk with a variety of books and pamphlets, a small tiger figurine, and a mirror reflecting the room.

A cozy living room with a television, books, and a comfortable couch.

A bedroom with a bed, a headboard with a birdcage design, a nightstand with a lamp, and a window with blue curtains.

17. The One Cat B&B

Brattleboro

marjie

฿10,059

฿11,065 total

includes taxes & fees

13 Oct - 14 Oct

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 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.

18. The Covered Bridge Inn

Brattleboro

Adolfo

฿3,521

฿3,873 total

includes taxes & fees

15 Oct - 16 Oct

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

A cozy reading area with wooden chairs, a table with newspapers, and potted plants.

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.

19. Black Mountain Inn

Brattleboro

David

฿4,584

฿5,042 total

includes taxes & fees

1 Nov - 2 Nov

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 spacious restaurant with high ceilings, patterned flooring, and multiple seating areas.

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

20. The White House Inn

Wilmington

Gordon

฿5,553

฿6,108 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Hotels recommended for families in Leyden

The Inn At Crumpin Fox

Bernardston

฿3,772

฿4,213 total

includes taxes & fees

1 Nov - 2 Nov

Hampton Inn & Suites Greenfield

Greenfield

฿6,461

฿7,217 total

includes taxes & fees

1 Nov - 2 Nov

Vikings Villages Resort

Guilford

฿6,282

฿7,327 total

includes taxes & fees

12 Oct - 13 Oct

Windmill Motel Restaurant

Bernardston

฿4,300

฿4,803 total

includes taxes & fees

12 Oct - 13 Oct

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

฿4,661

฿5,127 total

includes taxes & fees

8 Nov - 9 Nov

Comfort Inn & Suites Brattleboro I-91

Brattleboro

฿3,709

฿4,080 total

includes taxes & fees

8 Nov - 9 Nov

Shelburne Springs Hotel

Shelburne

฿9,593

฿10,716 total

includes taxes & fees

12 Oct - 13 Oct

Latchis Hotel

Brattleboro

฿4,753

฿5,228 total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Leyden attractions

Leyden Town Hall

Leyden Town Hall is just one of the places to see in Leyden, so why not enjoy the other things to explore during your travels? Wander around the forests or enjoy the area's restaurants.

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Robertson Memorial Library

After visiting Robertson Memorial Library, make a plan to see the other sights and activities in Leyden. Wander around the forests or enjoy the area's restaurants.

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Leyden State Forest

Commune with nature and explore the great outdoors at Leyden State Forest during your travels in Leyden. Wander around the forests or enjoy the area's restaurants.

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Leyden Wildlife Management Area

You can take time to visit Leyden Wildlife Management Area during your travels to Leyden. Wander around the forests or enjoy the area's restaurants.

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Learn more about Leyden

Escape to relaxing Leyden! Enjoy its forests and dining.

See all hotels in Leyden

A wooden bridge over a river, solar panels, and a rocky shoreline.

Top Leyden Hotel Reviews

Black Walnut Inn

10/10 Excellent

"A great old historic B&B in a beautiful neighborhood with an extremely helpful staff who even made breakfast to order for me. I enjoyed it and the area so much that I stayed an extra night."

Latchis Hotel

10/10 Excellent

"For being a historic hotel this place was nice. Sound machines in the rooms to make up for being on a busy street. Fan in the room to help with circulation. Historic charm in great walkable downtown location. Parking lot was small but there is additional parking in a city lot and on the street."

Hampton Inn Brattleboro

8/10 Good

"Nice property. Room was nice and clean and Robert at the front desk was great."

Valley Craft Ales

10/10 Excellent

"Good stay for ONE night."

Blue Vista Motor Lodge

10/10 Excellent

"Loved our stay! The hotel is small cozy. Rooms were newly renovated, clean and comfortable. Staff was super friendly and accommodating. The view of the mountains and the foliage is phenomenal! They have hot tub and sauna and even provided comfy terry cloth robes to use. There are outdoor gas fire pits and Adirondack chairs to sit and enjoy the fabulous view. We loved the Beekman 1802 toiletries they smelled awesome! We will definitely be back!"

Otherland Hotel

8/10 Good

"Beautiful hotel clean quiet"

Colonial Motel

8/10 Good

"very convenient and cost was good, as we stay in Brattleboro as our daughter and granddaughter live in Turners Falls Mass. and its only a half hour drive to visit with them."