Are there pet-friendly vacation rentals in Rutland?

Four-legged friends are welcome in Rutland. Choose from more than 30 vacation rentals for guests traveling with pets.

Are there vacation rentals with a dedicated workspace in Rutland?

Yes! Work meets play with ease at over 60 vacation rentals in Rutland featuring dedicated workspaces. Stay connected and productive in your home away from home.

How much does it cost to stay in apartment rentals in Rutland?

Experience the best of Rutland with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do apartment rentals in Rutland have wireless internet?

Absolutely! We offer over 50 apartment rentals with wireless internet in Rutland. Enjoy a tailored experience with all the comforts you desire.

Are there family-friendly house rentals in Rutland?

Rutland has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Do apartment rentals in Rutland have air conditioning?

Absolutely! We offer over 30 apartment rentals with air conditioning in Rutland. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Rutland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Rutland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A wooden deck is featured in the foreground, leading to a small sitting area with a patterned chair beside a black side table. Lush greenery surrounds the space, providing a natural setting, while a gravel path and stacked firewood are visible in the background.

Tiny home in Clarendon

4.9 out of 5 average rating, 235 reviews

Secluded tiny house resort - DOG FRIENDLY

New tiny house, never lived in, but made to be comfortable. All amenities included: Air-condition, heat, WiFi, TV with cable, shower, tub, dry toilet, small full loft bed and full size couch futon, fire pit, river for swimming or fishing right out the door, small refrigerator, microwave, hot plate, toaster.ear three ski resorts (Killington, Okemo, Pico), Appalachian Long Trail two miles away, swinging bridge on trail beginning, White Rock hiking, lakes near for paddle boarding. Hot tub shared.

Guest favorite

The exterior of a two-story white house is pictured, featuring a red front door and black shutters on the windows. A well-maintained lawn with green grass and a tree is visible in the front yard, presenting a welcoming appearance.

Home in Rutland

4.81 out of 5 average rating, 354 reviews

Home Sweet Home

Single family house within walking distance of downtown Rutland. Many restaurants, bars, movies, bowling, farmer's market, etc to do. 15-20 minute drive to Pico and Killington. 30 minutes to Okemo. Mountain bike parks near by- Pine Hill, Killington and Okemo. Adventure park at Killington. 4 bedrooms, 1.5 baths. House sleeps 8+comfortably. Room for more if needed. Keurig coffee maker in kitchen, microwave, toaster, crock pot. Kitchen is fully furnished. AC units on first floor and second.

Guest favorite

The historic Italianate home features a white exterior, with classic green shutters adorning tall windows. A spacious porch is supported by graceful columns, providing numerous seating options. The surrounding yard displays mature trees, enhancing the charm of the property set against a serene backdrop.

Apartment in Middletown Springs

4.89 out of 5 average rating, 259 reviews

Apartment in Vermont Historic Home

This lovely renovated 3-room apartment is attached to our 1885 Vermont italianate home, located is historic Middletown Springs, Vermont. We have been working on restoring this house, listed on Vermont's registry of historic homes, for a dozen years now. The apartment has its own entrance, full kitchen, and one spacious bedroom. The third room is a large sitting room with a shower and closet bath. Enjoy your morning coffee on the front porch, meet our chickens, and explore our garden.

Top guest favorite

A charming guesthouse with a red exterior is set against a backdrop of vibrant greenery and colorful flower beds. Various flowers in shades of orange, pink, and purple border the property, while tall trees provide natural shade. The tranquil setting invites relaxation in nature.

Guesthouse in Wallingford

4.98 out of 5 average rating, 706 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!

Top guest favorite

A spacious living area features a cozy arrangement of comfortable seating, an inviting coffee table, and a large bookshelf filled with books. Natural light filters through a window, highlighting the greenery outside, while a subtle area rug adds warmth to the wooden floor.

Home in Poultney

4.92 out of 5 average rating, 123 reviews

Cozy Home in Poultney, Vermont.

If you are looking for a cozy spot to relax in a small town, with fast internet and easy access to lots of fun activities, this house is it! On the main floor of the house, there is an open layout that includes a library, a small bar, a dining room, a kitchen, a bathroom, and two bedrooms. Downstairs, there is a finished basement that includes a large family area with a huge couch (perfect for movies), a workspace, and a laundry space. Private parking and lots of outdoor space.

Superhost

A living area is presented with a comfortable gray sofa adorned with patterned cushions. Two windows with light-blocking curtains allow natural light to illuminate the room. A coffee table displays magazines and a candle, while a nearby side table holds additional decor.

Apartment in Fair Haven

4.85 out of 5 average rating, 178 reviews

Spacious One Bedroom - Walk To Town, Restaurants

Enjoy this cute and newly renovated one bedroom apartment that is within walking distance to the Fair Haven town center. Step outside listen to the church bells ring. Comfortable queen size bed with mattress topper, new memory foam sofa bed in the living room with an electric fireplace, retro arcade game console, smart television, DVD player, fully applianced kitchen, and a bathroom with a stand up shower. Plenty of off street parking. Large back yard with fire ring.

Guest favorite

A custom-built home nestled in a green landscape, featuring a spacious deck with a solar umbrella. Large windows allow natural light to illuminate the interior, and autumn foliage enhances the outdoor scenery. Nearby trees and open grassy areas create a serene environment.

Home in Clarendon

4.95 out of 5 average rating, 301 reviews

Killington Retreat | Deck-Fire Pit-Mountain Views!

Welcome to your new Vermont escape! This custom-built 2BR/1BA pet and smoke free home is nestled in the foothills of the green mountains. Our home sits on a 14 acre lot and is close to hiking, skiing, a horse farm, lakes and Rutland (10 mins). You will love the woodwork, luxury white bedding, floor-to-ceiling windows, massive sunny deck, and peace and quiet. There is plenty of space for family memory making, your peaceful mountain retreat awaits!

Top guest favorite

The exterior of a renovated one-room schoolhouse is presented, set amidst lush green foliage. A vibrant red door stands out against the white walls, while a well-maintained hedge borders the property. Surrounding trees provide a serene backdrop, creating a peaceful atmosphere.

Home in Rutland

5 out of 5 average rating, 139 reviews

One Room School House. No Cleaning Fees!

Renovated one room school house. Spacious, open space. Music room has been converted into a bedroom. European style kitchen area. High ceilings with fans and air-conditioner. Propane fireplace. Off-street parking. High speed internet and 65 inch Roku TV with surround sound. Three season screened porch. Also, we have recently introduced a NO CLEANING FEE policy as our way of saying "Thank You" for respecting our property and guidelines.

Guest favorite

A vibrant bedroom features floral wallpaper and peach curtains. A spacious bed adorned with colorful pillows is positioned against one wall. Two windows allow natural light to fill the room. The pink door adds a cheerful touch, while a cozy chair is placed nearby.

Apartment in Rutland

4.87 out of 5 average rating, 194 reviews

Baby Queens Barbie-core Studio Apt (dog friendly)

Enjoy a stylish experience at this centrally-located place. This studio apartment is perfect for the solo traveller or couple. The queen bed is super comfy. Brand new and renovated throughout. The kitchen is stocked for basic cooking. I'll make sure there is always coffee and cream for you. Pets are welcome if they do not get up on the furniture. It's easy access to downtown Rutland to enjoy yoga studios, restaurants, and coffee shops.

Top guest favorite

The exterior of a traditional white house features a spacious covered porch lined with wooden railings and supported by columns. Potted plants and hanging baskets add greenery, while the entrance is framed by multiple windows. A gravel driveway leads up to the porch.

Apartment in Rutland

4.96 out of 5 average rating, 619 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, skiing, golf, 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.

Top guest favorite

A two-story, white wooden house is surrounded by lush greenery and shrubs. A porch with a small seating area is visible, along with an air conditioning unit installed on the upper level's front wall. The bright sky and soft clouds provide a picturesque backdrop.

Apartment in Poultney

4.94 out of 5 average rating, 355 reviews

Cozy Poultney Village Apartment

I enjoy booking my two-story in-law apartment with a private entrance, which is attached to my 1850 Poultney Village home. I am located a block from Main Street with shops, books, and eateries. I am in the lakes region of Vermont, close to both Lake St. Catherine and Lake Bomoseen. Killington is 35 miles away. We am also located a mile from the NY border and the entrance to Lake George and the Adirondacks.

Top guest favorite

A small balcony features a blue bistro table with two matching chairs, accompanied by a vase of fresh flowers. Scenic views of rolling hills and lush greenery extend beyond the railing, while a wooden fence offers a sense of privacy.

Guest suite in Castleton

4.98 out of 5 average rating, 130 reviews

Vermont Hill Top Studio

You can see the stars from your Bed at Night - Studio space with a private entrance located on the quiet eastern end of our house. Twelve foot window provides spectacular views of Bird Mountain, & Killington, Pico Castleton is located in a great central location which acts as a great launching point for Lake Bomoseen , Killington / Pico Resort , or exploring the state

Vacation rentals for every style

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Popular amenities for Rutland vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Rutland

Top guest favorite

A spacious bedroom features a wood-paneled ceiling and cozy carpeting. A comfortable bed is positioned alongside a textured bedspread. An electric fireplace and a mounted flat screen TV add convenience. Natural light filters through the window, enhanced by a view of the outdoors and tasteful wall decor.

Home in Rutland

4.98 out of 5 average rating, 62 reviews

Spacious Mountain Retreat 14 mi to Killington

Top guest favorite

A spacious living area is presented with natural light filtering through large windows. Two brown sofas are positioned around a coffee table, and a decorative area rug adds warmth. A set of glass doors leads to the outdoor space, framed by cream-colored curtains.

Apartment in Rutland

4.95 out of 5 average rating, 82 reviews

Nice, Large Modern Apartment

Guest favorite

A spacious living area is highlighted by a comfortable gray sofa and a wooden coffee table. Natural light streams through large windows, complementing the warm wood paneling that separates the sleeping nook. A flat-screen TV and a cozy seating arrangement add to the inviting ambiance.

Condo in Killington

5 out of 5 average rating, 18 reviews

Cozy Slopeside Studio at Pico

Guest favorite

A vintage gas station building features a white exterior with red lettering spelling 'TEXACO.' Large glass windows line the front, showcasing a clear view of the interior. The American flag is displayed prominently, and a tree-lined background adds a touch of greenery.

Home in Castleton

4.91 out of 5 average rating, 92 reviews

Cozy Contemporary Downtown Texaco

Superhost

A comfortable bedroom features a spacious bed with a patterned duvet and light-colored linens. Nightstands on either side hold lamps, providing soft illumination. Artwork of animals decorates the walls, while a laundry basket is positioned near the door. Dark curtains frame a window, allowing for privacy.

Apartment in Killington

4.94 out of 5 average rating, 34 reviews

Killington ski resort condo

Guest favorite

The exterior of a two-story cabin is presented, featuring a stone and dark wood façade. A red door stands prominently, flanked by two windows. The surrounding landscape includes lush greenery and natural rock formations, adding to the cabin's integration with the outdoors.

Cabin in Middletown Springs

5 out of 5 average rating, 9 reviews

Secluded Cabin: Studio Apartment

Top guest favorite

A cozy living area is highlighted by a striped armchair and a dark recliner, offering comfortable seating options. A small lamp stands beside a side table, while natural light filters through a window adorned with sheer curtains. Light blue walls enhance the room's brightness.

Townhouse in Proctor

5 out of 5 average rating, 12 reviews

Adorable townhouse in Proctor, VT.

Top guest favorite

A vintage-style sign labeled 'Curious Little Cottage' is displayed, featuring an illustration of a cottage surrounded by trees. The sign is weathered, with rust along the edges, and is mounted on a green wall.

Tiny home in Rutland

4.96 out of 5 average rating, 56 reviews

Curious Little Cottage

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Quick stats about vacation rentals in Rutland

Total rentals
120 properties
Total number of reviews
5.9K reviews
Family-friendly rentals
80 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
120 properties include access to wifi

Frequently Asked Questions

Are there pet-friendly vacation rentals in Rutland?
Four-legged friends are welcome in Rutland. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Rutland?
Yes! Work meets play with ease at over 60 vacation rentals in Rutland featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in apartment rentals in Rutland?
Experience the best of Rutland with our apartment rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do apartment rentals in Rutland have wireless internet?
Absolutely! We offer over 50 apartment rentals with wireless internet in Rutland. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Rutland?
Rutland has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Rutland have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Rutland. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Rutland

Top-rated vacation rentals in Rutland

Vacation rentals for every style

Popular amenities for Rutland vacation rentals

Other great vacation rentals in Rutland

Quick stats about vacation rentals in Rutland

Total rentals

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Wifi availability

Frequently Asked Questions

Destinations to explore