Holiday houses in Whitingham

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Top-rated holiday rentals in Whitingham

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Guest favourite

Apartment in Shelburne Falls

4.98 out of 5 average rating, 485 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!

18 – 25 Dec

$1,259 AUD total

Guest favourite

Apartment in Greenfield

4.96 out of 5 average rating, 267 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Apartment: Entrance, bathroom & driveway are all private. Backyard with gas bbq. Kitchenette has microwave, toaster oven, Keurig coffee maker & sink. 2 TV’s one in living room & bedroom. Netflix, Amazon Prime , HBO & Local programs. High speed internet. Bedroom has Queen bed & desk. Apt. Is 2 min's to Rt. 2 Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes.

24 – 31 July

$1,273 AUD total

Guest favourite

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.

23 – 30 Apr

$1,347 AUD total

Guest favourite

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.

6 – 13 May

$2,727 AUD total

Guest favourite

Tiny home in Wilmington

4.99 out of 5 average rating, 135 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!

6 – 13 July

$3,149 AUD total

Guest favourite

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

21 – 28 Apr

$1,684 AUD total

Guest favourite

Barn in Marlboro

4.95 out of 5 average rating, 262 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.

13 – 20 Mar

$1,814 AUD total

Guest favourite

Cabin in Whitingham

4.96 out of 5 average rating, 111 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.

13 – 20 Oct

$1,668 AUD total

Guest favourite

Guest suite in Charlemont

4.9 out of 5 average rating, 181 reviews

Unique People & Pet-Welcoming Haven

Your own gracious living space with very well equipped kitchen, private deck, entrance, garden, country roads for dog walks, forests, meadows, mountain streams, stone walls, tranquility. The cottage is attached to the main house but is a "separate" entity and again has its own private entrance as mentioned above. No smoking in the cottage please but on the deck just fine. There is an air purifier that runs 24/7. Wi-Fi signal is strong and reliable. MA Taxpayer ID: 10352662

21 – 28 Feb

$1,429 AUD total

Guest favourite

Apartment in Wilmington

4.92 out of 5 average rating, 106 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.

20 – 27 June

$1,536 AUD total

Guest favourite

Guest suite in Wilmington

4.92 out of 5 average rating, 712 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!

15 – 22 July

$1,457 AUD total

Guest favourite

Apartment in Marlboro

4.95 out of 5 average rating, 112 reviews

Southern Vermont Sweet Spot

Abundantly sunny apartment tucked away in the hills of Southern VT. Rolling field with lovely southern views. Rural, peaceful spot on a dirt road. 6-8 minutes from Marlboro College, 20 minutes from Brattleboro, and 30 minutes from Mount Snow. Marlboro is a wonderful place to explore, with many local trails and wooded spots.

20 – 27 Mar

$1,211 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Whitingham holiday rentals

Kitchen

Wi-Fi

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 holiday rentals in Whitingham

Guest favourite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 426 reviews

Mahalo Temple Retreat

18 – 25 June

$1,241 AUD total

Guest favourite

Chalet in Dover

4.93 out of 5 average rating, 263 reviews

A charming VT chalet

12 – 19 Nov

$1,945 AUD total

Guest favourite

Apartment in Marlboro

4.94 out of 5 average rating, 221 reviews

Shakespeare’s Folly Side Farm and AirBnB.

18 – 25 Nov

$1,713 AUD total

Guest favourite

Apartment in Guilford

4.89 out of 5 average rating, 368 reviews

Apartment with a view

12 – 19 June

$1,016 AUD total

Guest favourite

Home in Wilmington

4.94 out of 5 average rating, 240 reviews

Wilmington. Easy walk to center of town.

14 – 21 June

$3,143 AUD total

Guest favourite

Home in Whitingham

4.97 out of 5 average rating, 61 reviews

Gorgeous farmhouse beautiful view pond/mountains

2 – 9 Sept

$2,217 AUD total

Guest favourite

Cabin in Whitingham

5.0 out of 5 average rating, 14 reviews

The Green Mountain Roost (Dogs Welcome!)

2 – 9 Oct

$2,498 AUD total

Guest favourite

Home in Whitingham

5.0 out of 5 average rating, 30 reviews

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

10 – 17 June

$4,220 AUD total

Show all

Quick stats about holiday 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	$124 AUD before taxes and fees

Holiday houses in Whitingham

Top-rated holiday rentals in Whitingham

Apartment in Shelburne Falls

Apartment in Greenfield

Apartment in Wilmington

Home in Wilmington

Tiny home in Wilmington

Apartment in Wilmington

Barn in Marlboro

Cabin in Whitingham

Guest suite in Charlemont

Apartment in Wilmington

Guest suite in Wilmington

Apartment in Marlboro

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Whitingham holiday rentals

Stay near Whitingham's top sights

Other great holiday rentals in Whitingham

Guesthouse in Brattleboro

Chalet in Dover

Apartment in Marlboro

Apartment in Guilford

Home in Wilmington

Home in Whitingham

Cabin in Whitingham

Home in Whitingham

Quick stats about holiday rentals in Whitingham

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore