Search Cottages in Chittenden

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Featured Cottages in Chittenden

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
Terrace/patio

Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ

3.0 star property
10.0 out of 10, Exceptional, (1)
" Great property!! Very nice place everything you need you can find in this home from cookware to glassware, baking needs.. i was reading lot's of reviews about this property and was worried , poor wifi, low water pressure.. i had none of those problems with 7 people total in the home.. Only thing i could say is this mattresses can use an upgrade .. but I'd definitely come back again especially in The summer.. this place must be amazing!! In the winter 4 by 4 is a must have...
Orwell Cabin on Sunrise Lake w/ Private Dock & BBQ
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!
Exterior

Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!

3.0 star property
10.0 out of 10, Exceptional, (1)
Warren Vacation Rental ~ 3 Mi to Sugarbush Resort!
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Interior

Picture-perfect Vermont Mtn Cabin w/ Hot Tub!

3.0 star property
Picture-perfect Vermont Mtn Cabin w/ Hot Tub!
Cozy Castleton Cabin With Fire Pit + Water Access!
Outdoor dining

Cozy Castleton Cabin With Fire Pit + Water Access!

3.0 star property
Cozy Castleton Cabin With Fire Pit + Water Access!
Lovely Brookfield Home w/ Private Deck & Views
Exterior

Lovely Brookfield Home w/ Private Deck & Views

3.0 star property
10.0 out of 10, Exceptional, (1)
" Lovely home, beautifully furnished "
Lovely Brookfield Home w/ Private Deck & Views
Idyllic Wallingford Retreat - Near Skiing & Hiking
Interior

Idyllic Wallingford Retreat - Near Skiing & Hiking

3.0 star property
8.0 out of 10, Very Good, (2)
"This was the perfect place for 2 people to stay for a trip to Okemo. Everything we could have needed was available on the property, it was very clean and comfortable, and the hostess was great at communicating details ahead of time. Thanks for allowing us to use your property - I would love to return!"
Idyllic Wallingford Retreat - Near Skiing & Hiking
Rustic Roxbury Ski Farmhouse With Trails!
Exterior

Rustic Roxbury Ski Farmhouse With Trails!

3.0 star property
Rustic Roxbury Ski Farmhouse With Trails!
Pet-friendly Roxbury Farmhouse on 350 Acres!
Interior

Pet-friendly Roxbury Farmhouse on 350 Acres!

3.0 star property
Pet-friendly Roxbury Farmhouse on 350 Acres!
Killington Area Escape w/ Deck, Views & Hot Tub!
Interior

Killington Area Escape w/ Deck, Views & Hot Tub!

3.0 star property
Killington Area Escape w/ Deck, Views & Hot Tub!
Inviting A-frame Cabin w/ Saltwater Hot Tub!
Interior

Inviting A-frame Cabin w/ Saltwater Hot Tub!

3.0 star property
Inviting A-frame Cabin w/ Saltwater Hot Tub!
Lakefront Paradise Near Okemo & Killington
Interior

Lakefront Paradise Near Okemo & Killington

3.0 star property
Lakefront Paradise Near Okemo & Killington
Swim, Ski & Sip: Lakefront Retreat in Plymouth
Interior

Swim, Ski & Sip: Lakefront Retreat in Plymouth

3.0 star property
Swim, Ski & Sip: Lakefront Retreat in Plymouth
11 Mi to Sugarbush: Eclectic Ski House w/ Hot Tub!
Interior

11 Mi to Sugarbush: Eclectic Ski House w/ Hot Tub!

3.0 star property
11 Mi to Sugarbush: Eclectic Ski House w/ Hot Tub!
5 Mi to Skiing: Home w/ Hot Tub & Patio!
Interior

5 Mi to Skiing: Home w/ Hot Tub & Patio!

3.0 star property
5 Mi to Skiing: Home w/ Hot Tub & Patio!
Chic Brandon Cabin w/ Pool, Hot Tub + Sauna!
Exterior

Chic Brandon Cabin w/ Pool, Hot Tub + Sauna!

3.0 star property
Chic Brandon Cabin w/ Pool, Hot Tub + Sauna!
Duplex Unit, 2 Mi to Chittenden Reservoir!
Interior

Duplex Unit, 2 Mi to Chittenden Reservoir!

3.0 star property
Duplex Unit, 2 Mi to Chittenden Reservoir!
Vermont Mountain Retreat: The Antler House
Exterior

Vermont Mountain Retreat: The Antler House

3.0 star property
Vermont Mountain Retreat: The Antler House
Vermont Retreat - 8 Mi to Killington Ski Area
Terrace/patio

Vermont Retreat - 8 Mi to Killington Ski Area

3.0 star property
Vermont Retreat - 8 Mi to Killington Ski Area
Ludlow Home w/ Hot Tub, Near Okemo Resort!
Interior

Ludlow Home w/ Hot Tub, Near Okemo Resort!

3.0 star property
Ludlow Home w/ Hot Tub, Near Okemo Resort!
Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!
Outdoor dining

Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!

3.0 star property
Luxe Plymouth Chalet w/ Indoor Pool & 3 Decks!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chittenden Hotel Reviews

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"The staff was exceptional and will for sure come back again,"
Christopher 1-night trip
Posted 2 days ago
The Mountain Inn at Killington

Frequently asked questions

Why book your cottage in Chittenden with Expedia?
We think that a vacation should be a piece of cake, so if you're in search of cottages in Chittenden at a great price, Expedia is here to help. Keep the budget under control and select an economical option far away from the hustle and bustle, or book a luxury cottage to pamper your loved ones.
How can I find cheap cottages in Chittenden?
The easiest way to find cheap cottages in Chittenden is with Expedia's filter tool. Refine your search by budget, amenities and star rating to nab unbeatable rates in a few clicks.
What is there to do in Chittenden near my cottage?
After you've unpacked your things and settled in, set out and explore the wonderful things Chittenden has to offer. Lefferts Pond is a popular attraction to add to your must-see list.