Whitingham Holiday Rentals from €278: Search Short-Term Rentals

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Our top choices for Whitingham holiday rentals

A modern kitchen with large windows, a built-in dishwasher, and a refrigerator.

1. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Whitingham

Nicole H.

includes taxes & fees

30 Sept - 1 Oct

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

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

Whitingham

Jonathan

includes taxes & fees

13 Oct - 14 Oct

A cozy living room with a fireplace, leather sofas, and a television mounted on the wall.

3. Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Whitingham

Ben B.

includes taxes & fees

12 Oct - 13 Oct

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

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

Wilmington

Jeremy P.

A cozy cabin with a stone fire pit, surrounded by lush greenery and tall trees.

5. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington

Mark

includes taxes & fees

5 Oct - 6 Oct

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

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

Wilmington

Natalie

includes taxes & fees

6 Oct - 7 Oct

7. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

Wilmington

Sarah K.

includes taxes & fees

5 Oct - 6 Oct

A wooden staircase leading to a cabin with a balcony, surrounded by trees.

8. New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

Wilmington

Alex B.

includes taxes & fees

9 Oct - 10 Oct

A wooden interior with a kitchen, bar area, and dining space.

9. The Studio with a View. Bring your dog, too!

Brattleboro

James M.

includes taxes & fees

30 Sept - 1 Oct

A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

10. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

includes taxes & fees

30 Sept - 1 Oct

A log cabin with a balcony, surrounded by trees.

11. Bear Creek Cabin

Charlemont

Hillary S.

includes taxes & fees

12 Oct - 13 Oct

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

12. 5BR Berkshire Home Mins To The Mountain

Charlemont

Jason F.

A two-story blue house with a porch, surrounded by a garden with orange flowers.

13. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Stamford

Bill

includes taxes & fees

30 Sept - 1 Oct

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

14. The Greylock Cabin

Florida

Margaret M.

includes taxes & fees

12 Oct - 13 Oct

A wooden house with a porch lit by string lights, surrounded by snow.

15. Chalet Mount Snow/Stratton Skiing/hiking

East Dover

Roy-michael G.

includes taxes & fees

30 Sept - 1 Oct

A spacious living area with a stone fireplace, wooden flooring, and a cozy seating area.

16. Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting

Charlemont

Georgia P.

includes taxes & fees

30 Sept - 1 Oct

A dining area with a long table and chairs, large windows with a view of trees, and a barbecue grill outside.

17. MtSnow* HotTub* Pool * AirHockeyPingPong Darts

Wilmington

includes taxes & fees

30 Sept - 1 Oct

A calm lake with a wooden boat on the shore.

18. Cozy 3 bedroom condo 2.5 miles to Mount Snow

West Dover

Scott S.

includes taxes & fees

14 Oct - 15 Oct

A two-story white house with a red door, surrounded by autumn foliage and a stone wall.

19. The Eagles Wing at The CHM - Private Apartment

Dover

Matthew C.

includes taxes & fees

30 Sept - 1 Oct

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

20. Spacious 5BR w/ Hot Tub & Games

Colrain

Staci M.

includes taxes & fees

4 Oct - 5 Oct

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Top Whitingham Hotel Reviews

Hideaway Inn Mt. Snow

10/10 Excellent

"Adorable, beautiful surroundings"

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good

"Do not arrive before 3pm, you will be told to come back later. Think receptionist was having a bad weekend our stay… but rest of staff were friendly and helpful. Breakfast was just ok, bagels, toast, coffee was a bit slow to be refreshed and hot plate was not hot… this was noticed on our 2nd day when “hot food” was to be microwaved. Laundry facilities were ok, standard US top loader and dryer. Finding it was a bit of a task, for reference it’s on the ground floor of building 3 by the gym and outdoor pool. $1 for wash and same for dry, but you need 25c… and reception may/may not have change. Location is good, easy to get about and recommend the Madison Brewery along the road for food and a choice of beers. Room was clean and large with coffee machine, fridge & microwave. Room only serviced if requested, fine as we were only staying 2 nights."

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"

Grand Summit Resort, A Vail Resorts Property

8/10 Good

"What I like is the room was well stocked, very clean and the staff is very helpful. What I did not like is the parking is very inconvenient and is quite a walk which is never fun in bad weather. They need more luggage carts. It looked like they have about 5 or 6 for about a 200 room hotel. There was only one place on the property to get breakfast in the morning. There is a stove and refrigerator in the room. I had no idea before hand those would be available!"

Find out more about Whitingham

Everything you need to know about Whitingham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Whitingham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Whitingham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Whitingham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Whitingham. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Whitingham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Whitingham holiday rentals we have selected for you start as low as €278 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Whitingham rentals

At Expedia, we put the best Whitingham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Whitingham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Whitingham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Whitingham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Whitingham?

Yes, there are holiday rentals close to the most popular sights in Whitingham, or you can select a more secluded option if you're looking for a relaxing stay. Whitingham is known for its wineries and parks.

What are some of the best holiday rentals that Whitingham has to offer?

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating : This highly rated holiday home rental in Whitingham is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Another good choice for your trip to Whitingham is Cozy Lakeside Tiny Home, kayaks included, fishing, hot tub, Near Skiing.

How many holiday rentals are there in Whitingham?

Expedia has 14 holiday rentals for your stay in Whitingham.

What’s there to see and do in Whitingham?

Harriman Reservoir and Deerfield River are a couple of lovely local spots to get outside and enjoy nature. Green Mountain National Forest and Jacksonville Pond are a couple of places you'll find in the wider area.

What are holiday rentals like in Whitingham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Whitingham. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

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Check prices for these dates

Our top choices for Whitingham holiday rentals

1. Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

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

3. Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

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

5. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

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

7. Charming Wilmington Cabin, 8 Mi. to Mt Snow!

8. New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly

9. The Studio with a View. Bring your dog, too!