Vacation rentals in Chittenden

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Top-rated vacation rentals in Chittenden

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Guest favorite

Home in Rutland

5.0 out of 5 average rating, 121 reviews

ONE ROOM SCHOOL HOUSE

Renovated one room school house. Spacious, open space. Music room has been converted into a bedroom. It is now a separate, private, room. New European style kitchen area. High ceilings with fans and air-conditioner. Propane fireplace/stove for heat and atmosphere. Storage for clothing, skis, snowboards. Exterior bicycle rack. Circular driveway for off-street parking. High speed internet and 65 inch Roku TV with surround sound. Everything brand new. We have added three season screened porch.

Sep 16 – 23

€ 259 per night

Guest favorite

Condo in Killington

4.95 out of 5 average rating, 128 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits

Aug 6 – 13

€ 118 per night

Guest favorite

Apartment in Chittenden

5.0 out of 5 average rating, 222 reviews

Vermont Country Suite

Located in Chittenden, VT, we are in the heart of the Green Mountains. We are just down the road from the Mountain Top Inn wedding venue and Cross Country Skiing Center. The apartment is an easy 15-20 minute drive to Pico and Killington ski areas. The suite is perfect for winter and summer adventuring or just a quiet get away in Vermont. * We are following the guidelines set up by the W.H. O. and we are leaving a window between reservations to disinfect our suite due to Covid-19.

Feb 14 – 21

€ 158 per night

Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 586 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Nov 22 – 29

€ 145 per night

Guest favorite

Apartment in Pittsford

4.99 out of 5 average rating, 117 reviews

Waterfront cottage walk-out suite.

Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike in the warmer weather. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front wheel or 4 wheel drive vehicles with good all season or snow tires required in the winter.

May 14 – 21

€ 116 per night

Guest favorite

Home in Leicester

4.98 out of 5 average rating, 134 reviews

Luxurious Cottage Massage Therapy Studio On Site

Meticulously clean, private getaway, custom built home to yourself. Beam ceilings, wood floors, oriental carpets, Alexa, grand piano & lots of art. Complete kitchen, pancake mix & Vt maple syrup. Coffee, teas, orange juice, bagels, cream cheese, granola & fruit. Shower bath with shampoo, conditioners, body wash etc. New private deck, tables & chairs... outside art work. Massage available in log cabin on site $70 Ninja Warrior outside gym with trampoline & slack line

Oct 27 – Nov 3

€ 196 per night

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 390 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Mar 4 – 11

€ 151 per night

Guest favorite

Apartment in Rutland

4.96 out of 5 average rating, 522 reviews

Your home away from home

Another glorious time of year in Vermont! Our house is close to the mountains (Killington, Pico, Okemo). You'll love our space for its central location to lakes, hiking, restaurants and dining, downtown, art and culture, shopping and medical facilities.This first floor apartment with its home-like atmosphere has a separate entrance. It is good for couples, small families, solo adventurers, and business travelers.

Jun 4 – 11

€ 103 per night

Guest favorite

Home in Pittsford

4.94 out of 5 average rating, 175 reviews

Colburn's Carriage House

Only 30 minutes from Killington/Pico ski resorts, and 20 minutes from Mountain Top Inn and Chittenden Reservoir, Colburn's Carriage House is a charming and convenient getaway. Situated on over 2 acres of private back yard, overlooking beautiful Sugar Hollow Brook in the heart of Pittsford, Vermont. Walking distance to village general store, library and the Pittsford trail system.

Jun 23 – 30

€ 133 per night

Superhost

Apartment in Rutland

4.87 out of 5 average rating, 147 reviews

Zen Studio

Come enjoy this newly renovated studio in the heart Of Vermont! This special place is close to everything, making it easy to plan your visit. 19 minutes from the Slopes of killington, 25 from okimo and 5-6 from pico mountain! Walking distance to grocery store fast food restaurants and liquor store as well as Starbucks and the bus station!! More picture updates to come!!

Jun 23 – 30

€ 136 per night

Guest favorite

Apartment in Hancock

4.95 out of 5 average rating, 146 reviews

Suite in the Green Mountains

We have a first-floor,two-room suite with its own entrance in our home, located on an official Vermont Scenic Highway, in the middle of the Green Mountains. The suite has a large sitting room with a kitchenette, a bedroom with queen bed, and bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".

Sep 2 – 9

€ 104 per night

Guest favorite

Cabin in Pittsfield

4.98 out of 5 average rating, 120 reviews

Tiny Vermont Cabin!

Newly built tiny cabin in the woods of Vermont! Perfect for a quiet get away and close by outdoor fun! Green Mountain bike trails are located less than a mile away, and Killington mountain is less the 15 minutes away! Coming to Pittsfield for a wedding? Riverside Farm is only .7 of a mile down the road!

Aug 25 – Sep 1

€ 181 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chittenden vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Chittenden's top sights

Mountain Top Inn & Resort32 locals recommend

Baird Farm - Organic Vermont Maple Syrup4 locals recommend

Green Mountain National Golf Course35 locals recommend

Harvest Moon4 locals recommend

Proctor-Pittsford Country Club3 locals recommend

The Canty Trail5 locals recommend

Other great vacation rentals in Chittenden

Guest favorite

Farm stay in Salisbury

4.95 out of 5 average rating, 267 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

Dec 4 – 11

€ 142 per night

Guest favorite

Home in Mendon

4.88 out of 5 average rating, 210 reviews

Ranch at Mendon Mt Orchards

Sep 2 – 9

€ 189 per night

Guest favorite

Apartment in Killington

4.88 out of 5 average rating, 131 reviews

Killington VT Chalet - Lower apartment

Aug 14 – 21

€ 147 per night

Guest favorite

Cabin in Chittenden

4.96 out of 5 average rating, 95 reviews

Cabin on The Hill

Jun 9 – 16

€ 165 per night

Guest favorite

Cabin in Chittenden

4.98 out of 5 average rating, 90 reviews

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST

Dec 9 – 16

€ 514 per night

Guest favorite

Home in Chittenden

5.0 out of 5 average rating, 11 reviews

5 minutes to Mt Top Inn - Hiking & Mountain Biking

Aug 9 – 16

€ 320 per night

Guest favorite

Home in Chittenden

4.9 out of 5 average rating, 81 reviews

Comfortable, relaxing large country home

Oct 5 – 12

€ 365 per night

Superhost

Home in Chittenden

4.82 out of 5 average rating, 11 reviews

6 Minute Walk to MT Top Inn 4 BR Pets OK & Grill

Jul 2 – 9

€ 723 per night

Show all

Quick stats about vacation rentals in Chittenden

Total rentals
80 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
3.8K reviews
Nightly prices starting at
€ 85 before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in Chittenden?
Four-legged friends are welcome in Chittenden. Choose from more than 20 vacation rentals for guests traveling with pets.
Do apartment rentals in Chittenden have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Chittenden. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Chittenden?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there Chittenden vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Chittenden, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Chittenden have wifi?
Absolutely! We offer over 40 house rentals with wifi in Chittenden. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chittenden have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Chittenden. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Chittenden?
Chittenden has more than 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Chittenden?
Experience the best of Chittenden with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Chittenden have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Chittenden. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Chittenden?
Yes! Work meets play with ease at over 40 vacation rentals in Chittenden featuring dedicated workspaces. Stay connected and productive in your home away from home.

Vacation rentals in Chittenden

Top-rated vacation rentals in Chittenden

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Chittenden vacation rentals

Stay near Chittenden's top sights

Other great vacation rentals in Chittenden

Farm stay in Salisbury

Home in Mendon

Apartment in Killington

Cabin in Chittenden

Cabin in Chittenden

Home in Chittenden

Home in Chittenden

Home in Chittenden

Quick stats about vacation rentals in Chittenden

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in Chittenden?

Do apartment rentals in Chittenden have free parking?

What are the most popular amenities for Apartment Rentals in Chittenden?

Are there Chittenden vacation rentals on Airbnb with pools?

Do house rentals in Chittenden have wifi?

Do apartment rentals in Chittenden have a kitchen?

Are there family-friendly vacation rentals in Chittenden?

How much does it cost to stay in house rentals in Chittenden?

Do house rentals in Chittenden have air conditioning?

Are there vacation rentals with a dedicated workspace in Chittenden?

Destinations to explore