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Holiday Rentals in Whitingham

"Did a ski weekend with a bunch of friends, the house was perfect, the character of the place and unique styling of each room was super fun, the hot tub was actually HOT, which was impressive for how cold it was outside. The house used to be an old bed and breakfast and it lends itself beautifully to being a VRBO for a large group. We had a wonderful time and would definitely come back and rent again! "

3 bedrooms, iron/ironing board, WiFi, bed sheets

"as advertised."

"Great place with an elite game room. "

"Was exactly as described. Had everything we needed and more. Only thing we had hoped for that wasn’t there was some olive oil, so bring your own if you want to cook. Not quite as remote as we were anticipating, but in a good way . Was still very rural, and we were grateful for the 4wheel drive vehicle we rented. Perfect, majestic, natural location for our family retreat."

"We loved the feel of this rustic yet modern cabin. It had everything we needed and was the perfect getaway for us for a few nights of skiing at mount snow. The stairs and pathway to get down to the place are not ideal for older individuals with limited mobility as it can get slippery and we found the driveway very icy but that comes with the reality of living in New England. I just thought I would put this in here for those who are in their later years and have to consider their mobility. We are...

"Stayed twice would stay again"

9 bedrooms, desk, iron/ironing board, free WiFi

"The 2 houses were able to accommodate 21 people and 2 dogs. There was plenty of room and the houses were clean. House included linens and a few towels in each bedroom. The grounds are beautiful and it was nice to walk around and take in the scenery. We came here to ski at mt snow and was about 13 minutes to the mountain. The weather was real cold in the low single digits and they got hit with a foot of snow a few days earlier. We had 5 vehicles and Parking was a little tight. This was...

Fridge, microwave, stovetop, coffee/tea maker

"My husband and I absolutely loved our stay. Such care and love has gone into Fiddlers Rest. Lulu spoke to my husband and she was absolutely lovely.The fog was thick and it rained. We built a fire and my husband finished a book! We explored in the rain and love all the treasures on the land.We did have a problem with the sight on paying for our pet. We texted and called and made the decision to bring her. Lulu told us to leave the money and a note, so it all worked out.Thank-you for your...

"had an amazing stay at this beautifully renovated barn in Vermont! The property is stunning, with several acres of land offering breathtaking mountain views. The barn itself is a perfect blend of rustic charm and modern comfort, with thoughtful details that made the stay extra special. I especially loved the walking trails right on the property—such a peaceful way to start and end the day. If you’re looking for a relaxing getaway surrounded by nature, this is the perfect spot. Highly recommend...

"Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to...

"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...

"Enjoyed our stay"

includes taxes & fees

14 Apr - 15 Apr

"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "

"The cabin was great, beautiful surroundings. Very nice house."

"Great place. Clean and comfortable. Nicely stocked kitchen with newer appliances. Sauna was amazing. Had 10 inches of snow one morning and it was fully plowed by 7am!"

"Wonderful get away for the week in VT. Place was clean and beautiful, host was very helpful, and views were gorgeous! "

includes taxes & fees

14 Apr - 15 Apr

"Highly recommend this charming, historic place. Well appointed. Has everything you need for your stay. Cozy…yet plenty of space for everyone. Looks like it was just renovated. Took my daughter and two granddaughters for a ski weekend. Wouldn’t hesitate to come back here. "

"Real Vermont feel. Pretty and nice quiet neighborhood!"

"Great little cabin, would definitely stay again!"

"Easy check in and the owner responds immediately to any questions. A really easy close drive to Berkshire East Ski Mountain. "

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Other types of properties in Whitingham you may be interested in

"Did a ski weekend with a bunch of friends, the house was perfect, the character of the place and unique styling of each room was super fun, the hot tub was actually HOT, which was impressive for how cold it was outside. The house used to be an old bed and breakfast and it lends itself beautifully to being a VRBO for a large group. We had a wonderful time and would definitely come back and rent again! "

"Great location and nice accommodations."

includes taxes & fees

20 Apr - 21 Apr

Hypo-allergenic bedding, laptop workspace, blackout curtains

"We have been here about 5 times. Greay location. Good price."

includes taxes & fees

27 Apr - 28 Apr

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 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.

How many holiday rentals are there in Whitingham?

Expedia has 16 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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Holiday Rentals in Whitingham

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Check prices for these dates

Holiday Rentals in Whitingham

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

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

GAMERS HAVEN, River Wine Inn!

The Jelly Mill-A River Retreat

Wilmington Vacation Rental Near Hiking and Skiing!

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Bear Creek Cabin

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

Jacksonville Cabin w/ Wraparound Deck & Views

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

Peaceful Stay at Birds of a Feather Farm & Spa

1810 Brook Side Mill/House / EV Level 2 Charging on Site

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Hike & Swim On-Site: Cozy Falls Brook Cabin

Hawley Home w/ Deck: 4 Mi to Berkshire East Resort

Other types of properties in Whitingham you may be interested in

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

The Williams Inn

Hotel Downstreet, Ascend Hotel Collection

Find out more about Whitingham

Frequently asked questions