10 Best Airbnb Vacation Rentals In Rutland, Vermont - Updated 2024

Anne Marie
Anne Marie 
Updated
| 5 min read

Vermont is undoubtedly a skier’s destination: the Green Mountain state is home to more than 20 ski resorts with world-class slopes. Rutland, a mid-sized city in the center of the state, is close to three of the best mountains for skiing: Killington, Pico, and Okemo. It’s also close to many attractions that make Vermont a year-round destination, like miles of hiking and biking trails and scenic lakes for swimming and boating. Its picturesque town center also turns into a fall foliage wonderland when the leaves start turning! Take a look at our picks for the best Airbnb vacation rentals in Rutland, Vermont.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.

1. Welcoming apartment in a great location (from USD 100)

You’ll be within walking distance to everything you need during your stay in this cozy apartment. It is located just steps from grocery stores, a farmers market, entertainment, and the lovely Pine Hill Park. This three-bedroom apartment is also just a 15-minute drive to Killington ski resort, making it a great alternative to pricey resort hotels. It has room for up to six guests and there are a spacious kitchen and living room where you can relax during your downtime.

Stayed at this property?
Rutland, Vermont, United States
186 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 4 Beds 6 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
it was hot during our visit and the two window-unit air conditioners kept the temperatures comfortable
cozy place with good location for walking into town and all amenities you need for cooking bathroom etc
we had a very comfortable stay
we thoroughly enjoyed not having a tv for our weekend away
great host answer calls and messages the place looks better than the pictures and the beds are comfy
Cleanliness:
very clean and comfortable
a cozy clean and warm apartment
the place was very clean and nice
very clean and well stocked the place was very nice
jacob's place was fantastic well-decorated clean and very hip
Host:
the host is a great communicator
thank you jacob for being a great host
the host was wonderful and quick to respond when i had questions when booking
i felt the owners' kind concern to the guests
great hosts hosts were extremely responsive and helpful
Location:
great location and great space
nice location short ride to killington mountain
great location near stores and a beautiful river
good location close to the mountains
very cute place convenient for killington
Read more reviews

2. Spacious apartment for all seasons (from USD 110)

Rutland is famous for its nearby ski resorts, but there is no reason to limit your visit to wintertime! This roomy apartment is a perfect pick, whether you come in the summer to hike or winter to ski. It is a first-floor apartment with one bedroom and a convertible sofa that makes room for up to four guests. The interior is warm and homey, with cozy furniture and a kitchen for whipping up nourishing meals. There is off-street parking and the apartment is a walking distance to downtown, so leave your car and explore Rutland’s quaint main street on foot.

Stayed at this property?
Rutland, Vermont, United States
519 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
george and cheryl’s place was a terrific value—-comfy cozy and well appointed
the space was large and comfortable and private
it's also a very comfortable space and cheryl was so pleasant
there is everything you could need for a comfortable stay (including a comfy bed)
the place felt warm inviting and comfortable
Cleanliness:
very clean and comfortable
it was very clean and quiet
the space was clean and tidy
it was spacious clean and delicious cookies were provided
very clean and a nice place to stay
Host:
host were nice and helped with all the questions
they and their son were great hosts
amazing house and great hosts
friendly hosts easy parking very hospitable
george & cheryl were the perfect hosts
Location:
the location is perfect
the location is very good
great location to walk to restaurants shopping etc
perfect location to killington and okemo
the apartment is close to everything in a very cool location
Read more reviews

3. Cozy vacation rental (from USD 66)

This three-bedroom apartment has room for up to seven guests, making it the perfect pick whether you’re traveling with family, friends, or just one other person. The apartment is located on the top floor of the host’s home and he is available if anything comes up during your stay. The apartment has lots of funky decor and even a record player with lots of different records that you can play! With its fun atmosphere, this apartment is a great gathering place when you’re not out exploring Rutland.

Stayed at this property?
Rutland, Vermont, United States
150 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
plenty of amenities: well-stocked kitchen books games records good ac fun toiletries
sugar and spice for breakfast was also a win
lots of fun places to see and do there and within an easy drive of the apartment
the big bed is super comfortable
great space plenty of room you have the entire top floor
Cleanliness:
most importantly the place was spotless and exactly as advertised
clean and big place in the upstairs of a local home
very clean and tidy plenty of room for a group (we had 5 comfortably)
the apartment is nice and clean lots of cooking utensils to use
great host awesome artwork clean beds lots of blankets pillows and towels
Host:
host was very friendly
he is a fine host very accommodating and thoughtful
sean was a great host and we loved his space
sean was a great host - great hospitality great place
sean is a very special host - touching always online and ready to help
Location:
location is perfect
excellent location in beautiful rutland
great location in rutland and easy commute to killington
nice location with quite a few things to do locally and only a 20 minute drive to killington
nice place and close to ski resort
Read more reviews

4. Entire Vermont home (from USD 469)

This lovely home has room for up to seven guests and plenty of space so no one feels cramped! Inside, the house has four bedrooms and two different living areas where guests can gather or have their alone time. There’s also a covered front porch and a back deck so guests can enjoy fresh air during the warmer months. The rental is close to skiing, hiking, and biking options, but on rainy days, you’ll also find entertainment in the basement at the ping pong table!

Stayed at this property?
Rutland, Vermont, United States
32 reviews   Wifi Available
ENTIRE HOME 5 Beds 5 Guests 5 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Cleanliness:
the house was very clean and comfortable
the facility was clean well-supplied with essential bathroom and kitchen facilities and amenities
Host:
katie is an outstanding host we loved the accommodations
i felt like i was dealing with a long time family friend rather than an airbnb host
Read more reviews

5. Rustic and cozy cabin retreat (from USD 85)

For those who are unafraid to rough it on vacation, this rustic cabin may be the pick for you! The cabin is just a short drive from downtown Rutland and near ski mountains, but it feels like it’s entirely off the grid. Set in a rural wooded location, the cabin has minimal modern amenities. There is an outhouse, outdoor shower, and a wood stove, but the only electricity is in a few outlets powered by solar panels. This is a great place to forget about the hustle of everyday life and really get in touch with nature, whether that’s by sitting outside on the deck or hiking on the nearby Long Trail. This cabin rental is an adventurous accommodation that you’ll never forget!

Stayed at this property?
Rutland, Vermont, United States
178 reviews   Wifi Available
Entire cabin 1 Bed 4 Guests 0 Bedrooms 0 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
good amount of cast iron cookware utensils etc
a cozy well stocked cabin with a breathtaking view
we brought our own sheets and blankets and turn the futon into a wonderful queen size bed
he recommended breakfast at sugar and spice and it was wonderful
we highly recommend the breakfast spot maple sugar and vermont spice just down the road
Cleanliness:
once we cleaned this up the place was great
this cabin is absolutely amazing it was so clean and it was the perfect get-away
Host:
jerry was a great host with fast responses
jerry is also a great host
jerry is a wonderful communicative host
jerry is a great host and very helpful
jerry is a great host and quick to respond
Location:
beautiful location great stay
great place and beautiful location
the location was beautiful and it was great to get away
great place tucked away in the forest
if you're looking for a great off the grid location in the middle of the woods this is it
Read more reviews

6. Lovely guest suite with great reviews

It is rare to find a rental on Airbnb that has a perfect score, but dozens of guests have awarded this guest suite a five-star rating! The rental is an in-law apartment with its own private entrance that has space for two guests. The guest suite has a lot more amenities than you’d expect for its size: there is a gym with free weights and even a whirlpool tub, so you can choose whether to work out or relax in the bath while you’re not out exploring! You can also cook simple meals in the kitchenette and the host allows guests to use their full-sized kitchen if they’d like to prepare something more complex.

Stayed at this property?
Rutland, Vermont, United States
114 reviews   Superhost Wifi Available
Entire guest suite 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the jacuzzi tub arcade style video game and comfortable bed were some things that stood out
the bed is super comfy and we loved being able to watch netflix to wind down at night
hands down the most comfortable bed i’ve ever been in
Cleanliness:
so clean and comfortable
super clean and comfortable space
great place clean comfortable and spacious
everything was well decorated and very clean
the entire space was spotless and very nicely decorated
Host:
sherri was a great host and more than accommodating
sherri is an amazing host
hosts were amazing and very helpful
sherri was such a wonderful host and her place is amazing
quiet neighborhood and gracious host
Location:
we had a great stay the location was 20 minutes from killington and extremely close to downtown rutland
amazing will stay again great location
within walking distance of downtown - everything went beyond perfectly
great place this was a great location for my job
excellent place to stay for a show at the paramount easy 10-15 minute flat walk
Read more reviews

7. Home with two decks and pond views

Set in an idyllic rustic location, this lovely home is the perfect place to find tranquility and escape from your everyday life! This beautiful two-bedroom house is set in a wooded area and you can see a small waterfall cascading into a pond, right from the living room. There are two decks where you can relax to take in the scenic surroundings. No matter the season, you can appreciate the views from the inside of the house too, which has huge picture windows. The home is just as lovely inside, with an attractive fireplace and piano in the living room, an open-concept kitchen and dining room for cooking and enjoying meals, and room for up to four guests.

Stayed at this property?
52 reviews   Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
the kitchen and backyard are beautiful and they have a small washer dryer if needed which is convenient
there is not even enough silverware for four people and the rest of the kitchen is pretty bare
next time it'd be nice to add some space heaters or bring firewood
Cleanliness:
very clean and comfortable
the place is just as pictured and immaculately clean
everything was comfortable and clean
the beds were large and the bathrooms were very clean
the living room could use new couches but not too bad old but clean
Location:
the house and the location was great
location was great if you want to explore the town
great scenic location and the hot tub was amazing after a long day skiing
great place to stay for ski weekend
Read more reviews

8. Charming historic home

Enjoy complete privacy in this stunning and spacious home! From the exterior, this four-bedroom house looks like a classic image you’d find on a Vermont postcard. Inside, the home retains some of its historic touches, like the exposed brick walls, but it has been completely renovated with modern conveniences. Up to five guests can stay here and gather comfortably in the spacious living room, den, and kitchen. There’s also plenty of room to spread out if you need a bit of quiet time alone.

Stayed at this property?
Rutland, Vermont, United States
13 reviews  
Entire house 4 Beds 4 Bedrooms 3 Bathrooms
Top guest reviews
Cleanliness:
very clean as well
great house near cool area and everything was clean and smooth
Host:
nancy was very responsive and there are no surprises
Location:
an easy 25 minute drive to killington and a five minute (chilly) walk to restaurants and bars
the house was spacious and clean perfect distance from the ski mountains and perfect location in rutland
nancy’s place was perfect for our family ski get away
great location very roomy clean quiet great value
Read more reviews

9. Private apartment in a stunning Victorian home

Stay in one of Rutland’s lovely historic homes in this private apartment rental! This is a spacious two-bedroom apartment on the second floor, and it can sleep up to six guests. It has charming antique touches with completely modern amenities. You’ll feel right at home while cooking in the fully equipped kitchen, and there is even a washer and dryer if you need to do some laundry during your stay. The house has a huge wraparound porch that is a great place to sit and enjoy the fresh air or a morning cup of coffee.

Stayed at this property?
Rutland, Vermont, United States
69 reviews   Wifi Available
ENTIRE HOME 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
super comfy beds & we appreciated the breakfast treats coffee & milk
close to killington we had everything we needed for easy breakfasts before a full day of skiing
Cleanliness:
place was very clean and comfortable
very nice and clean apartment
the apartment is very clean and spacious for 4 adults
ray’s place is convenient and clean and accessible
we felt immediately at home in this beautiful clean and cozy apartment
Host:
the hosts are friendly and helpful
overall this was a wonderful place and hosts were cooperative
amazing private space in rutland; great hosts very clean
warm welcoming hosts—cozy space great washer and dryer located right outside the apartment separate entrance
Location:
great location near everything you need and still close to skiing
great place in a great location with everything you need
a great location close to restaurants shopping and entertainment is a bonus
wonderful roomy space close to everything you could need in rutland
awesome space close by to good hiking
Read more reviews

10. Bright and contemporary downtown apartment (from USD 190)

Stay in the heart of bustling Rutland at this chic apartment! The rental is located in a historic building and it has large windows and high ceilings like you would find in an urban loft. The windows let in tons of light as well as stunning views of downtown Rutland and the mountains beyond. The apartment is right in the middle of the city center, so you can easily walk to restaurants and bars - even the train station is reachable on foot if you’re traveling without a car. Whether you’re going out on the town or staying in and enjoying the cozy atmosphere, this apartment is the perfect pick for city lovers.

Stayed at this property?
Rutland, Vermont, United States
69 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
kitchen amenities were excellent
extremely hospitable and beautiful apartment
Cleanliness:
very clean with plenty of extra towels
clean and comfortable place in downtown rutland
the apartment was sparkling clean and the perfect size for a group of 4
stephanie's place was incredibly clean welcoming comfortable and in a great location
the apartment is comfortable clean well-stocked with essentials and in a great downtown location
Host:
stephanie was incredibly responsive every time we reached out
the place and the host were both great
really nice host with quick responses the place was very clean
one of the best communicative host i've ever dealt with -
Location:
great location in downtown rutland
awesome location - great place right in town
a beautifully designed apartment within walking distance to many fun locations
great location close to mountains restaurants and lots of shops
of course pico mountain and killington ski resort are super close by
Read more reviews

A destination for all seasons

Vermont shines no matter what time of year you visit! In the summer, you’ll have access to great biking and hiking trails. In particular, the Long Trail is an epic journey that passes close to Rutland, so you can do a day hike from the city or stay in Rutland one night during your hike. In the fall, leaf peepers flock to Vermont to witness the spectacular foliage. Rutland’s charming downtown makes it the perfect backdrop for the colorful trees. Winter is also a great time to visit Rutland, especially if you’re planning to ski at one of the nearby mountains. No matter what season you visit, any one of these Airbnbs in Rutland would be a great place to start your adventures in the area!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Anne-Marie, a publishing professional by day, harbors a fervent desire to explore the world whenever she can. Though she hasn't discovered the entire globe yet, her eagerness to learn and write...Read more

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