Whitingham Holiday Homes from £150: Search Holiday Homes in Whitingham

A rural landscape with rolling hills, a winding road, and autumn-colored trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Whitingham holiday homes

An aerial view of a house surrounded by a forest with autumn foliage.

1. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

Whitingham

Jonathan

includes taxes & fees

29 Sept - 30 Sept

A cozy interior with a wooden ceiling, a large window, and a table with chairs.

2. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

Wilmington

Jack & Heather G.

includes taxes & fees

6 Oct - 7 Oct

A spacious living room with a fireplace, leather furniture, wooden beams, and a cityscape painting.

3. Walk To Town, Hottub, Firepit, Games, Mt Snow

Wilmington

Nicholas G.

includes taxes & fees

29 Sept - 30 Sept

A snow-covered wooden cabin with a balcony, surrounded by snow-covered trees.

4. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

Wilmington

includes taxes & fees

28 Sept - 29 Sept

A two-story house with a red roof, a front porch with a railing, and a gravel driveway.

5. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

Woodford

includes taxes & fees

28 Sept - 29 Sept

A spacious indoor area with multiple wooden tables and green chairs, large windows offering a view of a snowy mountain, and a stone fireplace with a fire.

6. Modern Mount Snow Gnarvana - Steps to Carinthia

Dover

Lynn B.

includes taxes & fees

28 Sept - 29 Sept

A modern interior with large windows, a wooden ceiling, and a cozy seating area.

7. Stunning Glass House nestled in the Vermont wilderness!

Guilford

Chris O.

A two-story house with a porch, surrounded by trees and snow.

8. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Bennington

Malika R.

includes taxes & fees

29 Sept - 30 Sept

A hallway with wooden flooring, white walls, and a bed in the background.

9. Cozy private 2 bed apartment in Shelburne Falls

Shelburne Falls

maureen

includes taxes & fees

29 Sept - 30 Sept

A wooden kitchen with a central island, bar stools, and a dining table with chairs.

10. Cozy Home in Pownal VT

Pownal

Jess M.

includes taxes & fees

27 Sept - 28 Sept

A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

11. The Greylock Cabin

Florida

Margaret M.

includes taxes & fees

25 Oct - 26 Oct

A two-story house with a front porch, a staircase leading to the entrance, and a large tree in the foreground.

12. Private bed with En-suite bathroom Marigold Room

Shelburne Falls

includes taxes & fees

28 Sept - 29 Sept

A modern kitchen with wooden countertops, a central island with stools, hanging pendant lights, and a chalkboard menu.

13. Spacious 5BR w/ Hot Tub & Games

Colrain

Staci M.

includes taxes & fees

29 Sept - 30 Sept

A round wooden table with a woven placemat, a wicker basket, and a small potted plant.

14. Lovely 2nd Floor Apartment

Greenfield

Christa B.

includes taxes & fees

12 Oct - 13 Oct

A pathway through a forest with autumn leaves and a wooden bridge.

15. Experience Vermont’s Fall Magic at here at the Lemondrop

Dover

Alexander H.

includes taxes & fees

26 Sept - 27 Sept

A red house with a porch, surrounded by a grassy yard and trees.

16. Two Brooks Lodge

Bennington

"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...

Hunter

includes taxes & fees

30 Sept - 1 Oct

A wooden barrel structure with a staircase and railing, surrounded by a forest.

17. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK

Dover

Connor S.

A cozy living room with a fireplace, a large TV, a Christmas tree, and a leather sofa.

18. 5BR Berkshire Home Mins To The Mountain

Charlemont

Jason F.

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a built-in fireplace, wine storage, and a dining area with wooden furniture.

19. Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover

jim f.

includes taxes & fees

29 Sept - 30 Sept

A kitchen with white cabinets, a wooden dining table, and pendant lights.

20. A roomy remodeled retreat close to MassMoCA

North Adams

Jennifer O.

includes taxes & fees

13 Oct - 14 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Top Whitingham Hotel Reviews

Comfort Inn & Suites Brattleboro I-91

8/10 Good

"Yes"

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent

"I travel for work and had the opportunity to stay at this property for 2 months. This is a great lodge in a lovely part of the country. The friendly staff will go out of their way to accomodate guests if at all possible. This is a modernized lodge type property in a picturesque setting. There are room options that include a sauna in the room. There is also a flash heater type of water heater that provides almost instant and endless hot water on demand. The breakfast offerings include the personal waffle iron kit and all you can eat of it. I never had even the slightest issue with cleanliness and the staff strives to make your stay enjoyable. I don’t know how this property rates with others, but I give it a solid 5 out of 5 stars."

Latchis Hotel

10/10 Excellent

"WE enjoyed the architecture of the whole complex - reception coffee lounge (Hot Drinks day and night as a compliment). Parking was right there. Center of town. The staff helped us when we needed to extend at the special rate. It attracts fun guests. It is a special place - not the run of the mill franchise. The linen is first class, nice thick towels. The room had a microwave and a refrig, plus the record player theme is another theme for folks who appreciate the vinyl era. Remember - Art Deco Era - not modern era."

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"The pool was not available due to repair. The parking was limited (we had to walk up/down the hill to overflow parking). The faucet in our room made machine gun noise. The room was pretty big and clean. Deli was good. The restaurant bartender was very helpful. The shuttle bus service was great."

Find out more about Whitingham

Whitingham Holiday Homes information

Number of reviews	442
Accommodation	440 Holiday Homes
Lowest Price	£150
Highest Price	£885

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Whitingham on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Whitingham holiday homes

1. Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11

2. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

3. Walk To Town, Hottub, Firepit, Games, Mt Snow

4. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

5. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

6. Modern Mount Snow Gnarvana - Steps to Carinthia

7. Stunning Glass House nestled in the Vermont wilderness!

8. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat