Whitingham Vacation Rentals from $157: Search Short-Term Rentals

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Our top choices for Whitingham vacation rentals

Coffee/tea maker, fridge, microwave, stovetop

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

Whitingham

Nicole H.

$705 nightly

Aug 19 - Aug 20

Total with taxes and fees

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

Whitingham

Jacklyn D.

$469 nightly

Aug 31 - Sep 1

Total with taxes and fees

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

Whitingham

Ben B.

$535 nightly

Aug 19 - Aug 20

Total with taxes and fees

4. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Dover

Tania J.

$279 nightly

Aug 17 - Aug 18

Total with taxes and fees

Smart TV, fireplace, video games, DVD player

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

Wilmington

Nicholas G.

$732 nightly

Aug 17 - Aug 18

Total with taxes and fees

6. The Greylock Cabin

Florida

Anonymous traveler

$428 nightly

Sep 13 - Sep 14

Total with taxes and fees

7. 3 Mi to Mount Snow: Spacious West Dover Home

West Dover

$594 nightly

Aug 16 - Aug 17

Total with taxes and fees

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

Brattleboro

s p.

$221 nightly

Sep 2 - Sep 3

Total with taxes and fees

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Top Whitingham Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Nice!"

Knotty Pine

8/10 Good

"Staff was very nice and helpful. Rooms were nice but dated. Really not a bad place to stay. The only complaints were that the washing machines were broken so we couldn't do laundry (we're hiking the AT/Long Trail and very dirty clothes) and the breakfast was disappointing (looking forward to a hot breakfast but they only offer a granola bar, fruit cup and juice in a brown bag) but it was ok for us. Another plus is a Wal-mart, Price Chopper, Starbucks, and restaurants very close for resupply and chow time."

Windmill Motel Restaurant

10/10 Excellent

"I love the outdoor seating area with the tent and outdoor couches and I love the colors and textures used for the room I stayed in. When I checked in, I was hot from being at SoulFest and the owners gave me a cloth hand fan for free! When I came home that night, I was hungry and there were chips and chocolates in my room! That was wonderful and thoughtful. They also sell food in the office, if you need something more substantial. The mattress and pillows were so comfortable that I had trouble getting myself up the next morning! Slept like a rock. 10/10 for the Windmill! Can't wait to see what the restaurant will be like when it opens! I will definitely come back next year, if there is availability!"

Latchis Hotel

8/10 Good

"In an old Theater building. Definitely has character and cool features. We arrived too late for the movies, but still fun. In central Brattleboro which has some interesting shops, but is suffering from homelessnes and mental illness/drug use. Didnt really feel unsafe and we walked a few blocks to a fun restaurant with good food & karioke. Person at desk was lovely and helpful. Room was ok- a little dated and could be cleaner."

Find out more about Whitingham

Everything you need to know about Whitingham vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Whitingham vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Whitingham vacation 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 low season months. For more hustle and bustle, you may prefer to visit Whitingham in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $157 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Whitingham rentals

At Expedia, we put the best Whitingham vacation 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 vacation.

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 vacation rentals in Whitingham?

Yes, we offer vacation rentals near popular local attractions in Whitingham, or you can select a more secluded option if you'd like a relaxing place to stay. Whitingham is known for its wineries and parks.

What's the top vacation rental in Whitingham?

Cozy Lakeside Tiny Home, kayaks included, fishing, hot tub, Near Skiing: Visitors give good reviews to this Whitingham vacation home rental, which is located on a lake and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a hot tub. Another good choice for your trip to Whitingham is Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating .

How many vacation rentals are there in Whitingham?

Expedia has 14 vacation 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 larger area.

What are vacation rentals like in Whitingham?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Whitingham. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family gatherings.

Room 1

Check prices for these dates

Our top choices for Whitingham vacation 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. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

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

6. The Greylock Cabin

7. 3 Mi to Mount Snow: Spacious West Dover Home

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

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

10. Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views

11. 5BR Berkshire Home Mins To The Mountain

12. Cozy 3 bedroom condo 2.5 miles to Mount Snow

13. Bear Creek Cabin

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

15. A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST

16. Spacious 5BR w/ Hot Tub & Games

17. Riverbend Berkshire East Basecamp - 3 bedrooms available

18. Lovely 2nd Floor Apartment

19. Yurt Oasis in the woods of Hinsdale, NH

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

Find vacation rentals that suit your style

Top Whitingham Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

The Williams Inn

The Porches Inn at Mass MoCA

Hampton Inn Brattleboro

Vikings Villages Resort

Knotty Pine

Windmill Motel Restaurant

Latchis Hotel

Hotel Vervana, Trademark Collection by Wyndham

Find out more about Whitingham

Frequently asked questions