Top Holiday Homes in Addison County in 2026

A multi-tiered waterfall surrounded by dense forest.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Addison County holiday homes

A modern kitchen with a large island, bar stools, and a built-in oven.

1. Sunrise Mountain Village by RedAwning

Killington

A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

2. Ski & Stay Montpelier 4br Home Sleeps 8 4 Bedroom Home

Montpelier

A spacious living room with a stone fireplace, wooden beams, a high ceiling, and a cozy seating area.

3. Viewmont Chalet

Killington

A spacious dining area with a wooden table and chairs, a staircase with wooden railings, and a kitchen with bar stools.

4. Village House 3 Bedroom Home

Waitsfield Village Historic District

A living room with a fireplace, a sofa, a green chair, and a television mounted above the fireplace.

5. Clyde's Cabin 4 Bedroom Home

Warren

A spacious living area with a wooden dining table, two chairs, a sofa, and a television. A kitchen is visible in the background with modern appliances.

6. Colony Club C12

Killington

A spacious living room with a black leather sofa, a blue patterned rug, and a wooden coffee table.

7. Serene Architect-designed Vermont Chalet 4 Bedroom Home

Pittsfield

A spacious living area with a large L-shaped sectional sofa, a dining table with chairs, and a coffee table.

8. Dean Hill Chalet

Killington

View all properties

Find holiday rentals that suit your style

Apartments

Private holiday homes

Save an average of 15% on thousands of hotels when you're signed in

Top Addison County Hotel Reviews

Hotel Champlain Burlington, Curio Collection by Hilton

10/10 Excellent

"The hotel was in an excellent location. The breakfast was excellent and there was a lot of options. The only problem I had there was an extra charge for parking your car."

Outbound Stowe

10/10 Excellent

"Stowe is an established mountain town with year round outdoor activities so the competition for your business is tough and Outbound Stowe is up to the challenge. We were welcomed with a quick check-in and custom map for each guest (lovely touch!) There were also syrup samples and coffee/ tea service outside the small souvenir/ snack shop. The renovations to Outbound Stowe set it apart from other properties creating a unique experience of wonderful contradictions and this is in Stowe proper. The clean/ modern cabins have a simple/ thoughtful construction with upscale amenities. Our cabin had a separate king bedroom /w closet and stocked bathroom with and open concept living area (mud room, well-equipped kitchenette and living room (sleeper sofa, chair, table, rug and flat screen) with the show stopper floor to ceiling window adorned /w “tent” curtains. There’s also a small table /w Adirondack chairs outside each cabin facing a large meadow leading to the walking path/ river. You can unplug when you want and get connected when you need it (there were more plugs than I could count in every space). You are steps from the beloved Stowe walking path and a short walk from shops and a range sips and eats - near downtown and towards Mt Mansfield. And there was free EV charging which is pretty much unheard of. As we left, the check out was quick and we were gifted with a small sample of syrup - very nice touches throughout our stay and can’t wait to come again."

Find out more about Addison County

Addison County Holiday Homes information

Number of reviews
Accommodation	122 Holiday Homes
Lowest Price
Highest Price

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Addison County holiday homes

1. Sunrise Mountain Village by RedAwning

2. Ski & Stay Montpelier 4br Home Sleeps 8 4 Bedroom Home

3. Viewmont Chalet

4. Village House 3 Bedroom Home

5. Clyde's Cabin 4 Bedroom Home

6. Colony Club C12

7. Serene Architect-designed Vermont Chalet 4 Bedroom Home

8. Dean Hill Chalet

9. The Queens Croft V2 - Luxury Killington Ski Home. Newer. Better. Ski-ier. 3 Bedroom Home

10. Beechwood Home

11. The Family Retreat At Bomoseen 4 Bedroom Home

12. Hemlock Ridge 1D

13. Pond View Cabin

14. Breakaway House by Killington Vacation Rentals

15. Gorgeous Lakefront Home w Private Beach Views

16. 2BR Topnotch Condo

17. Scarps Park Ii 4 Bedroom Home

18. Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

19. Forest Mountain Escape: Beautiful Mountaintop Escape In Mendon, Vt. 20 Min To Killington/14 To Pico. 4 Bedroom Home

20. Ayers Farm

Find holiday rentals that suit your style

Top Addison County Hotel Reviews

Hotel Champlain Burlington, Curio Collection by Hilton

Middlebury Inn

Outbound Stowe

DoubleTree by Hilton Burlington Vermont

The Essex Resort & Spa

Commodores Inn

Innsbruck Inn at Stowe

Delta Hotels by Marriott Burlington

Tälta Lodge, A Bluebird by Lark

Find out more about Addison County

Addison County Holiday Homes information