Vacation rentals in Whitingham

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Top-rated vacation rentals in Whitingham

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Guest favorite

Cabin in Savoy

4.98 out of 5 average rating, 188 reviews

The Camp - 20 Minutes to Berkshire East!

Enjoy the peaceful silence, private forested expanses, wildlife, and unforgettable starry night skies from this wonderful home. Only 8 minutes to the village of Charlemont and 5 to the Tannery Falls entrance of the Savoy State Forest. During your escape on the mountain rest assured that you’re only a 30 minute drive to Norths Adams, Greenfield. Highlight your visit with journeys to Berkshire East Ski Resort, Thunder Mountain Biking, Zoar Outdoor River Rafting, MASS MoCA, or the Clark Art Museum.

Sep 2 – 9

R2,157 ZAR per night

Guest favorite

Apartment in Shelburne Falls

4.98 out of 5 average rating, 489 reviews

In town, newly renovated studio with private deck

Come explore our unique area and stay in a newly renovated, light filled studio with private entrance, secluded deck , kitchenette and bath located in the quaint New England village of Shelburne Falls.We are within easy walking distance to numerous shops, candlepin bowling, Glacial potholes, tennis/basketball courts, Bridge of Flowers, eateries/restaurants, Pothole pictures, groceries, playgrounds, hiking & swimming areas, a natural food store and art galleries.Close to Berkshire East and Zoar!

Feb 5 – 12

R1,852 ZAR per night

Guest favorite

Apartment in Wilmington

4.91 out of 5 average rating, 109 reviews

Globetrotter Retreat too - Minutes to the Mountain

Newly renovated, fully furnished in heart of quaint mountain village; minutes to Mount Snow, Green Mountains & lakes. Year round outdoor activities: snow sports in winter, watersports/hiking in summer. Quiet 1 bedroom apt on 2nd floor sleeps 4 people in comfort. Private balcony overlooks tranquil woods & rolling river. Steps to restaurants, bars & shopping. Supermarket is a short walk. Free Moover bus stop across the street ride for free to local destinations! 18 years or older guests only.

Sep 8 – 15

R1,979 ZAR per night

Guest favorite

Home in Wilmington

4.99 out of 5 average rating, 171 reviews

Vermont Sugar House Retreat

Stay at this unique rustic Vermont getaway. Nestled on a quiet hill in Wilmington, this private retreat will serve as the perfect home base for your Vermont adventures. You'll have the house to yourself without a neighbor in sight. While very private and surrounded by beautiful forest, this house is still only a short 5 minute drive from downtown Wilmington. The house is built around an enormous one-of-a-kind natural stone fireplace that was formed atop the old foundations of a sugar house.

Jun 5 – 12

R4,058 ZAR per night

Guest favorite

Tiny home in Wilmington

4.99 out of 5 average rating, 144 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Aug 16 – 23

R4,737 ZAR per night

Guest favorite

Apartment in Wilmington

4.97 out of 5 average rating, 126 reviews

The Loft @ Adams Farm-a great stay near Mt. Snow

Spacious & clean in Historic Duplex Farmhouse located minutes from MT Snow Ski Area & Stratton for Skiing, Snowboarding & Tubing. VAST trails just across the road. Shop & eat in the quaint villages of Wilmington & Dover. Private entrance and 3-stories of space with farmstyle decor & lovely views. 0ver 100-acres for you to Snowshoe , X-Country ski or just hike & explore. Plenty of parking for snowmobile trailers. Walking distance to Local Farm Store. Our pool is available July 1-Labor Day

May 18 – 25

R2,330 ZAR per night

Guest favorite

Loft in Shelburne Falls

4.95 out of 5 average rating, 265 reviews

The Railroad House

The Railroad House is a cute attached converted barn in the village center with parking, private entrance, 2 floors, fridge, microwave, coffee maker, toaster, WiFI, but no television. It is located within just a minute's walk from the famous Bridge of Flowers. Other local attractions include several dining choices from a drugstore soda shop on up to 5-star dining, as well as the country's 2nd oldest bowling alley. On weekends you can often find live music. Train goes by twice/day on average.

Oct 13 – 20

R1,813 ZAR per night

Guest favorite

Barn in Marlboro

4.95 out of 5 average rating, 264 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

Aug 3 – 10

R2,653 ZAR per night

Guest favorite

Cabin in Whitingham

4.96 out of 5 average rating, 112 reviews

The Hideaway Camp

The Hideaway Camp is a very private cabin on a 100 acre property. There are hiking/x country ski trails on the property and close access to the VAST trails. A scenic 20 acre pond for kayack and canoeing and a brook with a rustic cocktail deck overlooking it. the Jacksonville General store is 2 minutes away and it is warm and friendly with all the groceries you might need. The cabin is well stocked for cooking and with high speed internet you can WFH or stream favorite shows.

Oct 14 – 21

R2,399 ZAR per night

Guest favorite

Apartment in Marlboro

4.94 out of 5 average rating, 224 reviews

Shakespeare’s Folly Side Farm and AirBnB.

Located on a gorgeous south-facing hillside in Marlboro, VT, Shakespeare's Folly Side Farm is a light, airy, quiet apartment with stunning views, beautiful gardens, and walking paths. We have friendly goats and dogs, vegetable and flower gardens and a small orchard, with raspberries and blueberries. Free picking in the summer. A magical and inspiring place of rolling lawns and 40 mile views yet so close to the many rich cultural and recreational options in southeast Vermont.

May 30 – Jun 6

R2,724 ZAR per night

Guest favorite

Apartment in Wilmington

4.92 out of 5 average rating, 108 reviews

Walk To Wilmington Village (Reduced Spring Rate)

This charming apartment is on a quiet side road overlooking historic downtown Wilmington, Vermont. Hear the church bells nearby while enjoying a relaxing evening on the deck. Take a stroll downtown and visit restaurants, shops, bars, and giftshops. Easy access to Moover, free bus to Mount Snow. Brand new washer/dryer Smart TV with a variety of premium streaming services The entire covered porch, side porch, and the yard on that side is all private and for you to enjoy.

Jul 9 – 16

R2,261 ZAR per night

Guest favorite

Guest suite in Wilmington

4.92 out of 5 average rating, 713 reviews

Architectural GuestSuite

The Guest Suite is located on the first floor of an architectural studio in historic Wilmington, Vermont. Please enjoy the piano, drums, and art supplies! The Guest Suite is both UNIVERSALLY ACCESSIBLE, TOBACCO FREE, and ANIMAL FREE due to allergies in our family. LineSync Architecture staff will be working from 8:30am - 5ish upstairs, and once in a while on the weekends. When guests are in we try to be super sensitive and quiet, but footsteps will be heard!

Jan 18 – 25

R2,222 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Whitingham vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Whitingham's top sights

Jacksonville General Store Inc.5 locals recommend

Sprague & Son Maple3 locals recommend

Spoonwood Cabin Creamery10 locals recommend

Other great vacation rentals in Whitingham

Guest favorite

Apartment in Bennington

4.93 out of 5 average rating, 529 reviews

The Octopus's Garden

Sep 2 – 9

R1,911 ZAR per night

Guest favorite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 433 reviews

Mahalo Temple Retreat

Jul 9 – 16

R1,988 ZAR per night

Guest favorite

Guest suite in Charlemont

4.9 out of 5 average rating, 183 reviews

Unique People & Pet-Welcoming Haven

Dec 17 – 24

R2,304 ZAR per night

Guest favorite

Apartment in Shelburne Falls

4.95 out of 5 average rating, 147 reviews

Soaring 2-level loft w/ views in heart of downtown

Jul 28 – Aug 4

R2,655 ZAR per night

Guest favorite

Apartment in Guilford

4.89 out of 5 average rating, 370 reviews

Apartment with a view

Jul 11 – 18

R1,565 ZAR per night

Guest favorite

Apartment in Greenfield

4.96 out of 5 average rating, 273 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Jul 1 – 8

R2,102 ZAR per night

Guest favorite

Home in Whitingham

4.97 out of 5 average rating, 61 reviews

Gorgeous farmhouse beautiful view pond/mountains

Jan 8 – 15

R3,060 ZAR per night

Guest favorite

Home in Whitingham

5.0 out of 5 average rating, 31 reviews

Beaver's Bend Lakefront Retreat &~16 Mi to Slopes!

Oct 4 – 11

R6,760 ZAR per night

Show all

Quick stats about vacation rentals in Whitingham

Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
R1,481 ZAR before taxes and fees

Frequently Asked Questions

Do house rentals in Whitingham have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Whitingham. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Whitingham?
Experience the best of Whitingham with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Whitingham?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 10 homes with air conditioning, over 20 homes with wifi, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Whitingham have wifi?
Absolutely! We offer over 20 house rentals with wifi in Whitingham. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Whitingham?
Whitingham has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Whitingham have free parking?
Absolutely! We offer over 20 house rentals with free parking in Whitingham. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Whitingham?
Yes! Work meets play with ease at over 10 vacation rentals in Whitingham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Whitingham?
Four-legged friends are welcome in Whitingham. Choose from more than 10 vacation rentals for guests traveling with pets.

Vacation rentals in Whitingham

Top-rated vacation rentals in Whitingham

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Whitingham vacation rentals

Stay near Whitingham's top sights

Other great vacation rentals in Whitingham

Apartment in Bennington

Guesthouse in Brattleboro

Guest suite in Charlemont

Apartment in Shelburne Falls

Apartment in Guilford

Apartment in Greenfield

Home in Whitingham

Home in Whitingham

Quick stats about vacation rentals in Whitingham

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Whitingham have a kitchen?

How much does it cost to stay in house rentals in Whitingham?

What are the most popular amenities for House Rentals in Whitingham?

Do house rentals in Whitingham have wifi?

Are there family-friendly vacation rentals in Whitingham?

Do house rentals in Whitingham have free parking?

Are there vacation rentals with a dedicated workspace in Whitingham?

Are there pet-friendly vacation rentals in Whitingham?

Destinations to explore