Condo vacation rentals in Cavendish

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Popular amenities for Cavendish condo rentals

Weekly condo rentals

Top guest favorite
Condo in Ludlow
5 out of 5 average rating, 32 reviews

2 BR/2BA Ski In/Ski Out Condo on Okemo- Sleeps 6

AmberRating, 5 stars3 months ago
This was our second time staying at Lauren's beautiful home, and it certainly won’t be our last! The location is absolutely perfect—right on the mountain, making it incredibly convenient! The condo itself is beautifully appointed and stocked with everything you could possibly need for a comfortable stay. One of our favorite features was the wood-burning fireplace, which added a wonderful touch to our evenings after a long day on the slopes. Lauren is a gracious host, always attentive and ready to help with anything we needed. We recommend her place to all our family and friends and look forward to returning next year for more unforgettable memories! Thank you, Lauren, for another fantastic stay!
Guest favorite
A circular seating arrangement is made with six white Adirondack chairs positioned around a metal fire pit. The grassy area is surrounded by lush greenery, and a red barn is visible in the background, alongside a propane grill on the side.
Condo in Bridgewater
4.98 out of 5 average rating, 42 reviews

Farmhouse Beauty Minutes to Woodstock & Skiing

LesonRating, 5 stars4 months ago
Wonderful stay. Immaculate. Very cozy and close to the slopes and to Woodstock. Highly recommend this place.
Guest favorite
Condo in Dover
5 out of 5 average rating, 16 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

OferRating, 5 stars1 week ago
This place is so welcoming and tasteful. Lots of in-house activities for the evening, when it's raining, or just when you feel like staying in. An easy recommendation.
Superhost
A well-maintained bathroom features a spacious countertop with a single sink and a large mirror above. Fresh towels are neatly hung, and small potted plants add a touch of greenery. Illuminated by soft overhead lights, the space is designed for comfort and convenience.
Condo in Killington
4.59 out of 5 average rating, 100 reviews

NEW Killington Studio: Great Location! Comfy. 431

JohnRating, 5 stars4 months ago
Nice cheaper lodging on the access road
Superhost
The bathroom features a modern tub-shower combination enclosed in glass. White subway tiles cover the walls, reflecting light, while neatly arranged towels are displayed on a rack. A small plant offers a touch of greenery, complementing the clean design.
Condo in Killington
4.92 out of 5 average rating, 12 reviews

Beautifully renovated spacious 2 room 2 BA suite

StevenRating, 5 stars5 months ago
great place to stay Joanne was a great host and responded quickly if I need anything
Top guest favorite
A detailed map of the Mount Snow area is displayed, illustrating ski trails and terrain parks. Elevation lines are marked, indicating varying slopes. Key locations, including lifts and parking areas, are represented, providing essential information for navigating the mountain.
Condo in Dover
5 out of 5 average rating, 58 reviews

Four Seasons Slope-side Getaway at Mount Snow

AlexRating, 5 stars2 months ago
Dean and Tina are excellent hosts! We had a great weekend on the mountain. Their home is very comfortable and awesome location.
Guest favorite
Condo in Killington
4.94 out of 5 average rating, 95 reviews

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed

JeannetteRating, 5 stars2 months ago
Place was exactly as advertised. James was a great communicator, and all directions to any of our needs were easily laid out for us on paper, as well as emailed before arrival. He checked in with us to make sure we arrived ok, and that everything was to our liking. Place was very clean. Loved the fireplace! James had fire starters ready to help get the fire going. And easy access to firewood from the unit. Ski in and ski out was great! Beautiful path, especially after some snow! My word of advice for anyone planning on cooking, is to go grocery shopping (at your home base) before arrival, and keep things in cooler for the ride to Vermont (if traveling). James provided a full kitchen with all essentials including PAM and olive oil. I wish I had planned on cooking more than I did. His kitchen was great, and that is the only change I would make for next time. I would have prepped better before we left NJ! Don’t hesitate to book here! You will be very happy!
Top guest favorite
A person is pouring coffee grounds from a glass jar with a wooden lid into a brewing device. A modern coffee machine is positioned nearby on a light-colored countertop, with the backdrop featuring dark cabinetry and decorative elements.
Condo in Rutland
5 out of 5 average rating, 35 reviews

Luxury, downtown apt w/ balcony

JohnRating, 5 stars5 days ago
Great place to stay if you are in Rutland. The balcony is a great place to relax and the place is amazingly clean and modern. Would definitely stay again

Pet-friendly condo rentals

Guest favorite
A cast iron gas fireplace is centered on a stone hearth, providing warmth. A wooden ladder holds colorful blankets, while a woven basket filled with magazines is placed nearby. Light filters in through a window with horizontal blinds, enhancing the cozy ambiance.
Condo in Ludlow
4.89 out of 5 average rating, 38 reviews

Fully walkable 2BR condo in Ludlow’s village!

StephaneRating, 5 stars6 months ago
We had the pleasure of staying at Ryan’s place on Tapper Street in Ludlow, from August 31 to November 30, and it was absolutely fantastic! The house was the perfect relaxing retreat. The living room was super comfortable—ideal for cozy nights watching TV. Our kids especially loved the bunk beds, which were a big hit! The house was well-equipped with all the amenities needed for a long stay, making it feel like a home away from home. Ryan was a wonderful host, always responsive and helpful. His recommendation to try DJ’s Restaurant was spot on—the Cajun blackened salmon was incredible! We can’t recommend this place enough and would love to stay again in the future. Thanks, Ryan, for a wonderful stay!
Guest favorite
The exterior of the condominium building is showcased, featuring three levels with large windows that allow natural light in. A central staircase leads to the entrance, flanked by green grass and small shrubs, creating a welcoming appearance.
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars3 months ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Superhost
An open living space features a bright red sofa with decorative pillows, complemented by a warm wood dining area with stools. The kitchen, equipped with stainless steel appliances, is visible in the background. Soft lighting creates a welcoming ambiance throughout the suite.
Condo in Killington
4.89 out of 5 average rating, 245 reviews

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532

IanRating, 5 stars5 months ago
The place was great, clean, nice bathrooms. The oven seemed like it wouldn't go up to temperature at one point so I messaged the host and they responded right away to get the maintenance folks over. But it turned out that it was just set to Celsius and I was able to look up how to change it online (Hold down the broil button!). There were PLENTY of towels/linens which was nice.
Guest favorite
The living area features a round blue rug at its center, surrounded by a cozy blue sofa and a stylish coffee table. Two lamps illuminate the space, while decorative plates adorn the wall. Natural light filters through the window shades.
Condo in Fairlee
4.92 out of 5 average rating, 293 reviews

The Spacious Condo at The Fairlee Inn

DevinRating, 5 stars1 month ago
The Wolter Group really displayed hospitality and thorough communication. Delivering comfort through text as a host is a skill. Thank you for accommodating my team and our belongings during our stay! The house is clean and well put together! A hidden gem for sure! Thanks again!
Guest favorite
The chalet duplex features a two-toned exterior with a dark wooden upper level and a white lower level. A spacious outdoor deck is visible, complemented by greenery and well-maintained shrubs, creating a serene setting within a natural landscape.
Condo in Dover
4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

PeteRating, 5 stars2 months ago
Very close to Mount Snow. Walking distance to market, coffee house and Dover Bar and Grill. A dog friendly rental with everything you need for a ski trip.
Top guest favorite
Condo in Dover
4.92 out of 5 average rating, 123 reviews

3 Story Condo - 5 Minutes to Mount Snow!

AlyssaRating, 5 stars1 week ago
It was such an easy check in and check out process. He let us check in an hour early since we arrived earlier. Place is spacious and exactly as described. Highly recommend!
Guest favorite
A spacious living area is highlighted by a stone-clad fireplace, surrounded by a large sectional sofa. Natural light filters through the draped windows, revealing a serene outdoor view. A rustic wooden shelf holds decorative items, and a stack of firewood is neatly arranged beside the fireplace.
Condo in Killington
4.97 out of 5 average rating, 147 reviews

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!

EileenRating, 5 stars3 months ago
Nice place for the 6 of us and dog for a long ski weekend in March. Condo was as described. The kitchen was very clean, nothing in fridge. New fridge and new oven. The bathrooms were very clean. The beds were comfortable. The upstairs space a bit tight for 4 adults, but we managed fine. Two of the twin beds are in an open loft area, which didn’t bother us as we were all going to bed at the same time and waking early to go skiing. Just mentioning this in case you were looking for a 3rd bedroom that was fully enclosed. The Spa and Cafe/ Wine Bar were a great addition to our ski weekend activities. The host was wonderful and very responsive. We highly recommend this condo.
Guest favorite
The exterior of a multi-story grey building is shown, featuring a sloped roof and several square windows. A ramp leads to the main entrance, which is adorned with light fixtures and framed by greenery, including bushes and grass.
Condo in Londonderry
4.95 out of 5 average rating, 61 reviews

Magical Ski-In/Ski-Out Condo at Magic w/ game room

RobbyRating, 5 stars5 days ago
This kind of space is why AirBNB was invented; it was clearly a space where the owners also spend time, and it felt like staying at a friend’s clean, cozy home. Too many AirBNBs are basically fake hotels run by people trying to earn money with spaces they’ve never lived in, and this was a breath of fresh Vermont air! I can’t say enough nice things about this space or the hosts!

Condo rentals with a pool

Top guest favorite
A cozy living area features a spacious sectional sofa and a wooden coffee table, with candles placed on top. Artwork depicting mountain scenes decorates the wall, while a glass door leads to the private balcony, allowing natural light to brighten the space.
Condo in Mendon
4.95 out of 5 average rating, 39 reviews

¤5-15 Mins to Ski Slopes | Fast WiFi | Fireplace¤

ManuelaRating, 5 stars4 days ago
Jared was very helpful and responsive, seemed like he was waiting for us to check in to make sure everything was ok. The place was very clean, spacious and got everything we needed. Highly recommend!
Guest favorite
An outdoor pool is framed by a secure white fence, surrounded by greenery and lounge chairs. Sunlight reflects off the clear water, while soft clouds hover in the blue sky. A blue cover edges the pool, indicating preparation for use.
Condo in Killington
4.96 out of 5 average rating, 80 reviews

Bright & Cozy condo with AC, Tennis, and Pool

JodiRating, 5 stars1 month ago
very happy with our stay. Perfect accommodations. Everything was clean and sanitary. The host was communicative and friendly. We needed a hiking suggestion and he was great. Very personable through email. We will contact him again to stay there next year.
Superhost
A clear view of a beautifully maintained outdoor pool is presented, surrounded by lounge chairs and shade structures. Nearby, a multi-story building with balconies provides a backdrop, under a bright blue sky and fluffy clouds.
Condo in Killington
4.86 out of 5 average rating, 92 reviews

1 BR Best Location w/ Pools/Massage Chair/Hottub!

NupurRating, 5 stars2 months ago
The Condo Unit: The one bedroom was exactly what I needed. Great wifi and plenty of space. The Complex: Mountain Green is a gem. 10 minute walk to the slopes. Free shuttle. Amazing spa and fitness area- hot tub, steam room, sauna a& heated pool. Plus a very safe area. The Host: Andres was extremely easy to work with and very fast to respond. If anything came up, he was very quick to resolve the issue. What more can you ask?
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

SamanthaRating, 5 stars2 months ago
After being disappointed by the weather (lack of snow), we were SO happy we chose to stay here with Cole and Rachel. We spent most of our time cuddled on the couch watching movies and felt right at home. We loved it!
Top guest favorite
Condo in Killington
4.95 out of 5 average rating, 232 reviews

Walk/Bike to Snowshed Lift 2BR @ Mt. Green Resort!

ErrolRating, 5 stars2 weeks ago
Amazing experience! Will be back soon!!
Superhost
A tranquil sleeping area features a cozy bed with soft bedding and accent pillows. Nightstands with lamps are placed on either side, providing gentle light. A large horse portrait adorns the wall above the bed, contributing to the serene ambiance.
Condo in Killington
4.93 out of 5 average rating, 80 reviews

Bike trails open low $ 2 Bedrm min Mtn & Apres

BrianRating, 5 stars3 months ago
Looks exactly like the photos. It is close to the ski slopes, and spacious for a group of three.
Guest favorite
A cozy living area is furnished with a grey sofa and two patterned chairs. A wooden coffee table sits center stage, complemented by a stone fireplace. A large television is positioned on a wooden media console, while sliding glass doors offer access to an outdoor balcony, revealing greenery.
Condo in Killington
4.93 out of 5 average rating, 198 reviews

Newly renovated ski retreat at Killington

YangRating, 5 stars2 months ago
Wayne is super nice, friendly, and responsive. He gave me heads up note on check-in day when the main road (Killington Access Road) was closed due to downed trees&wires. He also helped me confirm the parking spot in late night when I arrived late. The place is cozy and clean. There’s a number of good restaurants and taverns nearby.
Superhost
An outdoor pool area is showcased with a well-maintained pool surrounded by a paved deck. Sun loungers are placed at various points, accompanied by red umbrellas for shade. The backdrop features a multi-story building, enhancing the serene atmosphere of the space.
Condo in Killington
4.78 out of 5 average rating, 308 reviews

Serene Top Floor Condo (resort style amenities)

NikitaRating, 5 stars2 weeks ago
Amazing view and cozy vibes. Hot tub and a pool are fun amenities to have. Building has freshly renovated pool and tubs. If you like it there are also sauna pods. So do not forget your swimsuit. It was clean and if you cook there is a kitchen. On top of that it was great to have a balcony with a view. May is a nice time to come even if you are not skiing because it’s not crowded and nature is stunning. And there are plenty of spots for mountain bike. Scott is a great host and local recommendations are helpful and honest. Visit liquid art, if you want a good cup of coffee that’s the right place. Great place!

Quick stats about condo rentals in Cavendish

  • Total rentals

    20 properties

  • Nightly prices starting at

    G$20,898 GYD before taxes and fees

  • Total number of reviews

    750 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Cavendish
  6. Condo rentals