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

Whitingham Vacation Rentals

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

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

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham
9.8 out of 10, Exceptional, (7 reviews)
"A beautiful, clean, and cozy stay. The modern space was bright and well-equipped with everything we needed, and the hot tub made it especially relaxing."
United States
Nicole H.
The price is SAR 1,679
SAR 2,966 total
includes taxes & fees
1 Sep - 2 Sep
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Exterior

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

Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Whitingham
10.0 out of 10, Exceptional, (15 reviews)
"Great 2 family group vacation spot. Very clean and right in between great ski mountains"
United States
Jonathan
The price is SAR 747
SAR 1,913 total
includes taxes & fees
2 Sep - 3 Sep
Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
Living area

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

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Whitingham
8.4 out of 10, Very Good, (5 reviews)
"This apartment is very efficient and really wowed everyone based on the automotive inspired design. It was an impeccable space, well stocked, and the beds were even extremely comfortable. We enjoyed the bar/grill within walking distance, too. Would stay here again. "
United States
Ben B.
The price is SAR 1,367
SAR 2,422 total
includes taxes & fees
27 Aug - 28 Aug
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Smart TV, fireplace, video games, DVD player

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

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (62 reviews)
"A fantastic spot for a cozy, small town vibe. Highly recommend"
United States
Nicholas G.
The price is SAR 1,487
SAR 3,326 total
includes taxes & fees
30 Aug - 31 Aug
Walk To Town, Hottub, Firepit, Games, Mt Snow
Exterior

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

New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly
Wilmington
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful house and a terrific central location for all things outdoors."
United States
Alex B.
The price is SAR 1,359
SAR 2,724 total
includes taxes & fees
4 Sep - 5 Sep
New England Lake View Chalet near Downtown Wilmington & Mt Snow l Pet Friendly
Dining

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

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (19 reviews)
"Great place!"
United States
Jack & Heather G.
The price is SAR 736
SAR 2,148 total
includes taxes & fees
15 Sep - 16 Sep
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Private kitchen

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

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (4 reviews)
"What a great get away spot. Such a charming little cabin. The fireflies in the evening were a delight. Clean and cozy."
United States
s p.
The price is SAR 422
SAR 923 total
includes taxes & fees
8 Sep - 9 Sep
The Studio with a View. Bring your dog, too!
In-room safe, iron/ironing board, WiFi, bed sheets

8. MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Wilmington
The price is SAR 777
SAR 2,501 total
includes taxes & fees
27 Aug - 28 Aug
MtSnow* HotTub* Pool * AirHockey*PingPong * Darts
Property grounds

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

Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
Stamford
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful area and views of mountains, very gracious host "
United States
Donna E.
The price is SAR 591
SAR 1,142 total
includes taxes & fees
1 Sep - 2 Sep
Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
Exterior

10. The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful cabin in a beautiful location. Host is amazing, very responsive. "
United States
Anonymous traveler
The price is SAR 1,153
SAR 1,873 total
includes taxes & fees
23 Sep - 24 Sep
The Greylock Cabin
Exterior

11. Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (51 reviews)
"We enjoyed our stay!!"
United States
Hillary S.
The price is SAR 1,502
SAR 2,277 total
includes taxes & fees
21 Sep - 22 Sep
Bear Creek Cabin
TV, fireplace, books

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

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Charlemont
10.0 out of 10, Exceptional, (2 reviews)
"Our stay at the chalet was exactly what we hoped it would be! The space is in a beautiful location that is perfect for dogs. The host was very helpful and responsive and check in was a breeze. We'll be back for sure!"
United States
Georgia P.
The price is SAR 1,363
SAR 5,079 total
includes taxes & fees
16 Sep - 17 Sep
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike MTB Rafting
Property grounds

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

A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
West Dover
9.0 out of 10, Wonderful, (4 reviews)
"Clean, comfortable, our 2nd time staying here - very nice."
United States
Dan G.
The price is SAR 957
SAR 2,537 total
includes taxes & fees
27 Aug - 28 Aug
A-Frame Cabin w/ Hot Tub Near Mt. Snow & VAST
Beach

14. Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
The price is SAR 338
SAR 1,116 total
includes taxes & fees
1 Sep - 2 Sep
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Smart TV, fireplace

15. NEW Private Chalet - 4 mins to Mt Snow

NEW Private Chalet - 4 mins to Mt Snow
Dover
10.0 out of 10, Exceptional, (4 reviews)
"Great place close enough to everything you need but set off the road for quiet evenings. Clean, spacious open floor plan great accommodation that checks all the needs for a ski getaway. "
United States
Mark C.
The price is SAR 921
SAR 2,500 total
includes taxes & fees
29 Aug - 30 Aug
NEW Private Chalet - 4 mins to Mt Snow
Outdoor pool, a heated pool

16. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is SAR 245
SAR 1,214 total
includes taxes & fees
27 Aug - 28 Aug
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Smart TV, fireplace, Netflix, streaming services

17. 4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.4 out of 10, Exceptional, (28 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
The price is SAR 487
SAR 1,712 total
includes taxes & fees
31 Aug - 1 Sep
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Smart TV, fireplace

18. 6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
8.0 out of 10, Very Good, (1 review)
"Location to Mount snow was great for skiing. Plenty of room for everyone to enjoy. The house has not been properly maintained though. Despite that, we did enjoy ourselves."
United States
Ian T.
The price is SAR 843
SAR 2,837 total
includes taxes & fees
31 Aug - 1 Sep
6BR 3BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Coffee/tea maker, fridge, microwave, oven

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

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Dover
10.0 out of 10, Exceptional, (13 reviews)
"great location easy access to the mountain and the pool was outstanding."
United States
jim f.
The price is SAR 1,740
SAR 4,415 total
includes taxes & fees
27 Aug - 28 Aug
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Property grounds

20. Summer Escape Near Lakes, Trails & Mt Snow

Summer Escape Near Lakes, Trails & Mt Snow
Dover
10.0 out of 10, Exceptional, (46 reviews)
"Awesome home. Had a great time with the family. Owners were easy to get in touch with."
United States
william k.
The price is SAR 727
SAR 1,835 total
includes taxes & fees
27 Aug - 28 Aug
Summer Escape Near Lakes, Trails & Mt Snow
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Whitingham Hotel Reviews

The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

8/10 Good
"Friendly, helpful staff, nice breakfast options, too-notch bed and bathroom"
Michael 2-night trip
Posted 12 hours ago
The Porches Inn at Mass MoCA

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.