Orange Holiday Rentals, Massachusetts: Private House Rentals

A calm lake surrounded by autumn-colored trees and a hilly landscape.

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Our top choices for Orange hotels

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

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.

A conference table set for a meeting with chairs and folded red napkins.

1. The Inn At Crumpin Fox

Bernardston

Alan

Rp1.836.311

Rp2.051.147 total

includes taxes & fees

30 Sept - 1 Oct

A modern living room with a fireplace, red curtains, and a wooden dining table.

A registration desk with a sign above it, a receptionist, and several people standing in line.

A modern building with a grid-like facade, multiple balconies, and a spacious courtyard with geometric sculptures.

A modern hotel lobby with a large TV screen displaying the hotel name, red chairs, wooden shelves, and a clock on the wall.

2. Hotel UMass

Amherst

Lisa

Rp1.964.138

Rp2.218.940 total

includes taxes & fees

14 Oct - 15 Oct

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

A flat-screen TV mounted on a wall displaying a streaming service interface.

3. Windmill Motel Restaurant

Bernardston

Dan

Rp2.296.060

Rp2.564.699 total

includes taxes & fees

29 Sept - 30 Sept

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

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.

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

4. Hampton Inn & Suites Greenfield

Greenfield

Pamela

Rp3.802.239

Rp4.247.101 total

includes taxes & fees

5 Oct - 6 Oct

A hotel with a covered entrance, a flag, and a sign.

A hotel room with a sofa, a small table, a red stool, a kitchenette, and a bed.

A spacious living area with a fireplace, sofas, and a coffee table.

A hotel room with a bed, a sofa, a round coffee table, and a nightstand.

5. Comfort Inn & Suites Hadley - Amherst

Hadley

Mutharaju Ram Mohan

Rp2.571.766

Rp2.872.663 total

includes taxes & fees

14 Oct - 15 Oct

A grand lobby with a staircase, a piano, comfortable seating, and large windows.

A formal dining room with round tables, dark wooden chairs, and white tablecloths.

A wooden pergola structure in a garden setting with a paved walkway leading to it.

A brick building with a steeple, arched windows, and flags.

6. The Colonial Hotel

Gardner

Michele

Rp2.738.264

Rp3.058.728 total

includes taxes & fees

30 Sept - 1 Oct

A gaming area with arcade machines, a seating area with tables and chairs, and large windows providing natural light.

A hotel room with a dining table, two chairs, a sofa, a small table, a lamp, and a kitchenette.

A hotel room with a television displaying a football game, a desk with a lamp, a microwave, and a refrigerator.

A hotel room with two beds, a desk, a chair, a TV, and a mirror.

7. Red Roof Inn PLUS+ South Deerfield – Amherst

South Deerfield

Edward

Rp1.768.816

Rp1.975.768 total

includes taxes & fees

1 Oct - 2 Oct

A large, historic building with a prominent tower and a well-lit entrance labeled "Bollywood".

A spacious outdoor seating area with a fire feature, white brick walls, and multiple windows with shutters.

A modern living room with a sofa, armchairs, a coffee table, and a wine rack.

A long dining table set with white tableware, flanked by windows and a skylight.

8. Inn on Boltwood

Amherst

pam

Rp3.074.840

Rp3.434.596 total

includes taxes & fees

29 Sept - 30 Sept

A modern lounge area with a stone wall, a fireplace, a sofa, and two blue armchairs.

A modern hotel with a brick facade, multiple windows, and a well-lit entrance.

A modern kitchen with stainless steel appliances, a microwave, and a dishwasher. There is a dining area with a table and chairs.

A modern hotel with a sign reading "Homewood Suites." It features a brick facade, multiple windows, and a parking lot.

9. Homewood Suites by Hilton Hadley Amherst

Hadley

Rebecca

Rp2.923.918

Rp3.266.016 total

includes taxes & fees

29 Oct - 30 Oct

An outdoor seating area with wicker furniture, a fire pit, and decorative lamps.

A spacious lobby with a central seating area, a reception desk, and a television screen.

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

A conference room with two Dell computers, a large autumn-themed painting, and two wall-mounted lamps.

10. Courtyard by Marriott Hadley Amherst

Hadley

Yuki

Rp2.561.919

Rp2.861.664 total

includes taxes & fees

26 Oct - 27 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 room with a fireplace, a standing heater, and a fan.

11. Centennial House

Northfield

Alan

Rp3.213.194

Rp3.396.346 total

includes taxes & fees

29 Sept - 30 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 hotel room with two beds, a desk, a chair, a television, a dresser, and a door leading to a bathroom.

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

12. Colonial Motel

Brattleboro

Sondra

Rp1.579.045

Rp1.736.949 total

includes taxes & fees

29 Sept - 30 Sept

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

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.

A covered bridge with a stone foundation, surrounded by lush greenery and a well-maintained lawn.

13. Latchis Hotel

Brattleboro

jeffrey

Rp2.465.243

Rp2.711.767 total

includes taxes & fees

29 Sept - 30 Sept

A hotel lobby with a check-in counter, a reception desk, a clock, a potted plant, and seating areas.

A hotel hallway with red doors, numbered room signs, and a patterned carpet.

A hotel lobby with a coffee machine, a Coca-Cola refrigerator, and a map on the wall.

A reception area with a check-in counter, a waiting area with seating, a tiled floor, and a clock on the wall.

14. Gardner Inn

Gardner

Jesper

Rp1.772.397

Rp1.979.714 total

includes taxes & fees

18 Oct - 19 Oct

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

A wooden sign with 'RESTAURANT RECEPTION ENTRANCE' and an arrow pointing right.

A hotel room with a bed, a chair, a lamp, and a window with curtains.

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

15. Deerfield Inn

Deerfield

Deborah

Rp4.978.824

Rp6.412.455 total

includes taxes & fees

29 Sept - 30 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 kitchen with wooden cabinets, a coffee machine, a fruit juice dispenser, and a refrigerator.

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

A hotel room with a bed, a desk, a chair, a wooden door, and a window.

16. Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Kristin

Rp2.237.875

Rp2.428.094 total

includes taxes & fees

27 Oct - 28 Oct

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

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

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 cozy room with a wooden floor, a rocking chair, a blue armchair, a bookshelf, and a globe on a table.

17. The Carriage Barn Inn

Keene

Jonathan

Rp3.021.741

Rp3.278.589 total

includes taxes & fees

29 Sept - 30 Sept

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

18. Vikings Villages Resort

Guilford

Cecil

Rp2.468.800

Rp2.879.363 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio area with a circular fire pit surrounded by wicker chairs and tables.

A modern kitchen with a built-in microwave, stainless steel refrigerator, and a wooden cabinet above the sink.

An indoor swimming pool with clear safety signage, a sunlit area with seating, and a view through large windows.

A modern hotel with a covered entrance, outdoor seating, and a brick facade.

19. TownePlace Suites by Marriott Hadley Amherst

Hadley

Sarah

Rp3.135.352

Rp3.502.188 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel room with a large bed, a desk, and a chair. There are two bedside tables with lamps.

A compact kitchen with a refrigerator, coffee maker, and a small sink. There is a wooden counter and a clock on the wall.

A modern interior with a seating area, a kitchenette, and a reception desk.

A modern kitchen with a dining area, built-in appliances, and a view of trees.

20. Econo Lodge

Westminster

Sherry

Rp2.130.457

Rp2.337.058 total

includes taxes & fees

29 Sept - 30 Sept

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Learn more about Orange

Outdoor enthusiasts flock to this quaint New England town for hiking trails and kayaking on the Millers River. History buffs can explore the Orange Historical Society's museum, while foodies shouldn't miss sampling local maple syrup at nearby farms.

See all hotels in Orange

Top Orange Hotel Reviews

Inn on Boltwood

10/10 Excellent

"I loved the property! The food and drinks were all fantastic!"

Hotel UMass

10/10 Excellent

"Room was very clean and well stocked with necessities. Continental breakfast had many options to choose from."

Hampton Inn & Suites Greenfield

8/10 Good

"Breakfast was good. It was very pricey for such a town as Greenfield where I grew up. The shower/bathroom needs venting but it's probably structurally impossible"

Gardner Inn

8/10 Good

"It was a very good stay for the price. Very clean and the location was very good. I would definitely stay here again."

Comfort Inn & Suites Hadley - Amherst

8/10 Good

"Clean room and helpful staff"

Latchis Hotel

10/10 Excellent

"This place is a gem. I love and like the proximity to the train station, Brattleboro Food Coop, River Art School and Brattleboro Museum and Art Center, I visited twice: first with my teen son and husband, and the second by myself, and both times were great. There are signs of the passing of time in this lovely Art Deco structure, and that adds to its beauty, Super courteous staff The first time we watched a movie, so if you stay at the hotel, please treat yourself to that or some of their baskets. I missed eating at their restaurant, so I guess next time. My husband loved that there was always coffee for him, and my son loved our mini fridge and microwave. We love the history of this place and how is part of the larger arts and culture scene of Brattleboro"

The Inn At Crumpin Fox

8/10 Good

"Convenient location, continental breakfast better than expected with warm muffins and freshly cut fruit, toasters at each seating table to avoid having to queue/hover at the buffet area."

Best Western Plus Keene Hotel

10/10 Excellent

"Great"

Days Inn by Wyndham Keene NH

10/10 Excellent

"I booked at the last minute for an unplanned visit and was pleasantly surprised by the accommodations for the price."

More cheap stays in Orange

Days Inn by Wyndham Keene NH

3 Ash Brook Road Keene NH

Rp1.612.881

Rp1.749.976 total

27 Oct - 28 Oct

includes taxes & fees

7/10 Good! (1,007 reviews)