Addison County Holiday Rentals from €123: Search Short-Term Rentals

A multi-tiered waterfall surrounded by dense forest.

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Our top choices for Addison County holiday rentals

A historic town with a river, buildings with traditional architecture, and a waterfall.

1. Downtown Middlebury Waterfall Studio Apartment

Middlebury

Steve S.

A house with a grey door, two grey Adirondack chairs, and the number 615 on the wall.

2. Charming one bedroom just minutes to Middlebury!

New Haven

Jane

includes taxes & fees

21 Oct - 22 Oct

A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

3. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester

Laura Ann

includes taxes & fees

18 Oct - 19 Oct

A wooden deck with blue chairs and a barbecue grill.

4. Glamping hut with WiFi in Ripton, biking, hiking, skiing

Ripton

Alex

includes taxes & fees

23 Sept - 24 Sept

A two-story house with a porch, two red doors, and a blue exterior.

5. Downtown Middlebury 3 BR Home - Walk Everywhere!

Middlebury

Karyn M.

A modern kitchen with stainless steel appliances, a dining area with a table and chairs, and a living room with a sofa.

6. Gracious two bedroom just minutes to Middlebury!

New Haven

A wooden cabin with a snow-covered roof, surrounded by trees and snow.

7. Robert Frost Mountain Cabins

Ripton

Joe

includes taxes & fees

23 Sept - 24 Sept

A living room with a sofa, coffee table, and TV. There is a dining area with a table and chairs. The room has white walls and a blue carpet.

8. Tasteful two bedroom just minutes to Middlebury!

New Haven

includes taxes & fees

22 Oct - 23 Oct

A large grassy field with a historic building in the background.

9. Purple Door Cottage in the heart of Middlebury!

Middlebury

carol m.

includes taxes & fees

30 Sept - 1 Oct

A rural property with a wooden shed, a small cabin, and a well-maintained lawn.

10. Studio in the country w/Hot Tub

Monkton

includes taxes & fees

23 Sept - 24 Sept

11. Little City Big Heart

Vergennes

Patsy H.

includes taxes & fees

23 Sept - 24 Sept

A cozy living room with a wooden ceiling, a fireplace, a television, and a comfortable seating area.

12. Charming and meticulously cleaned cabin with panoramic view of the Green Mtns

Ripton

Susan

includes taxes & fees

29 Sept - 30 Sept

A log cabin with a gravel driveway leading to it, surrounded by dense forest.

13. Private pet-friendly cabin in the woods w/ private campfire pit & screened porch

Ripton

Linda

includes taxes & fees

8 Oct - 9 Oct

A large, two-story cabin with a covered porch and a small deck, surrounded by dense forest.

14. Cozy and pristine timberframe cabin

Ripton

Karen H.

includes taxes & fees

23 Sept - 24 Sept

A wooden table with a bottle of wine, glasses, and grapes.

15. Welcoming, pet-friendly cabin in Green Mountain Nat'l Forest

Ripton

Steven

includes taxes & fees

24 Sept - 25 Sept

A wooden staircase leading to a dock by a lake surrounded by trees.

16. Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Leicester

Eric A.

includes taxes & fees

23 Sept - 24 Sept

A wooden staircase leading to a covered outdoor area with a view of a green lawn and trees.

17. Cozy cabin >> Hottub, WiFi, AC. Easy access to outdoors activities year around

Hancock

Elizabeth N.

includes taxes & fees

23 Sept - 24 Sept

A wooden interior with large windows, a dining table, chairs, and a sofa.

18. Beautiful timber frame just minutes to Middlebury!

New Haven

"We were 8 people coming to VT to watch our girls play lacrosse at Middlebury. The house is as pictured and perfect for large groups. We really had a great time, it was spacious and perfect for hanging out with a large group. We wished the weather was better so we could use the fire pit. The owner of the property was very easy to deal with and very accommodating. We would all definitely stay here again and recommend a stay at this house. Some of us even said it would be perfect for a small...

Suzanne L.

includes taxes & fees

28 Sept - 29 Sept

A lakeside setting with a fire pit and a bench near the water.

19. Waterfront 3BR/3BA — Summer Lake Escape, Fire Pit, Grill, Deck & Sunsets

Bridport

Robert H.

includes taxes & fees

26 Sept - 27 Sept

A cozy living room with a stone fireplace, wooden walls, a leather sofa, and a dining area.

20. Maple Castle – Cozy Riverside Retreat with Hot Tub, Trails & Fireplace

Hancock

Katie H.

includes taxes & fees

5 Oct - 6 Oct

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Top Addison County Hotel Reviews

Innsbruck Inn at Stowe

10/10 Excellent

"The Innsbruck Inn in Stowe, Vermont was excellent. The Inn was updated with modern comforts while keeping it’s European and historical charm. The rooms were clean and spacious. All rooms have outdoor seating. We were on the second floor, so we also had a balcony and outdoor entrance to our room. The complimentary breakfast was fantastic with many hot and cold food options. The staff was friendly and helpful. We didn’t use the hot tub, since it was a rainy day and it was outdoors. The only negative was the muddy parking lot. Otherwise the place was beautiful and comfortable. The grounds are also lovely. There is a covered bridge next to the Inn. It’s 8 minutes from the Stowe Gondola ride. I would definitely recommend staying here!"

Hotel Champlain Burlington, Curio Collection by Hilton

10/10 Excellent

"The coffee machines on each floor are such a nice touch and the coffee is tasty! The rooms are clean, and astetically pleasing. The artwork in the rooms are eye catching with the local lake champlain vibe. This was our second time staying at Hotel Champlain in the last couple years and will return the next time we're in town."

Tälta Lodge, A Bluebird by Lark

8/10 Good

"Very nice stay overall. Booked a room with a deck and expected to be looking at a gorgeous mountain scene, not the parking area. On the bright side however, our room was next to a charging station, a pleasant perk for our Tesla! The room was small, but clean and had all the essentials. Coffee service great the first morning of our stay and a bit “slap dash” the second. The hallways were a bit noisy when guests came and went. The service team was professional and friendly. This property is very attractive and well situated on the Mountain Road in Stowe. They have a nice indoor pool and a sauna, which I enjoyed daily. This lodge is an excellent value for the price … and my wife and I would consider returning the next time we visit Stowe."

Find out more about Addison County

Everything you need to know about Addison County 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 Addison County 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 Addison County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Addison County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Addison County. 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 Addison County 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 Addison County holiday rentals we have selected for you start as low as €123 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Addison County rentals

At Expedia, we put the best Addison County 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 Addison County 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 Addison County 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 Addison County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Addison County holiday rentals

1. Downtown Middlebury Waterfall Studio Apartment

2. Charming one bedroom just minutes to Middlebury!

3. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

4. Glamping hut with WiFi in Ripton, biking, hiking, skiing

5. Downtown Middlebury 3 BR Home - Walk Everywhere!