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 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 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 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.'

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 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.

3. Vikings Villages Resort

Guilford

Cecil

฿6,282

฿7,327 total

includes taxes & fees

19 Oct - 20 Oct

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 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.

4. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Timothy

฿4,962

฿5,459 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 grassy area with picnic tables and a clock tower.

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

13 Oct - 14 Oct

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

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

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

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

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 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.

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

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 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.

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

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

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

14 Oct - 15 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 living room with a large window, a patterned rug, and multiple seating options including a sofa and armchairs.

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

10 Nov - 11 Nov

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

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

A table with tea sets and a menu detailing tea varieties.

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

11. Deerfield Inn

Deerfield

Deborah

฿9,325

฿12,010 total

includes taxes & fees

13 Oct - 14 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 spacious lobby with a stone wall, a reception desk, and a large window.

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

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

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

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

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 room with two single beds, a desk, and a radiator.

A pathway leading to a gazebo in a park with a pond and trees.

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

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 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.

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

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

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

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

10 Nov - 11 Nov

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

A garden with a sign reading "The One Cat" and various plants and flowers.

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

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

17. The One Cat B&B

Brattleboro

marjie

฿10,059

฿11,065 total

includes taxes & fees

18 Oct - 19 Oct

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.

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

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 grand chandelier with multiple candle-like lights, a white balustrade, and an arched doorway in the background.

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

A large, white colonial-style house with a porch, surrounded by lush greenery and trees.

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

19 Oct - 20 Oct

Windmill Motel Restaurant

Bernardston

฿4,300

฿4,803 total

includes taxes & fees

13 Oct - 14 Oct

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

฿4,962

฿5,459 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

14 Oct - 15 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

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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.

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

Top Leyden Hotel Reviews

The White House Inn

10/10 Excellent

"Very clean and staff was amazing."

Blue Vista Motor Lodge

10/10 Excellent

"Up on top of the mountain, the views were great. This motel faces east so sunrises are spectacular. I enjoyed the rural location and being able to go out by the fire pits was a nice touch."