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Condo holiday rentals in Cavendish

Find and book unique condos on Airbnb

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Popular amenities for Cavendish condo rentals

Weekly condo rentals

Guest favourite
Condo in Killington
4.96 out of 5 average rating, 80 reviews

Bright & Cozy condo with AC, Tennis, and Pool

JodiRating, 5 stars2 days 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.
Guest favourite
Condo in Dover
5 out of 5 average rating, 17 reviews

'Bear Paw Lodge' w/Hot Tub* at BASE of Mt Snow

JoelRating, 5 stars1 month ago
My family of four had plenty of space for a relaxing weekend. Weather did not permit skiing but Mt Snow was right next door and Okemo ~60 mins away. Nice amenities in a great location.
Guest favourite
Condo in Dover
4.96 out of 5 average rating, 45 reviews

Ski in/out - 2BR Condo - Indoor Pool/Spa

DanielleRating, 5 stars2 months ago
Great condo at Mt Snow. Very clean and organized. Location is on the mountain. It requires some steep walking for ski in/ski out so keep in mind for younger kids while also carrying their gear. My kids are older so it wasn’t an issue for us but worth mentioning. Eric is the perfect host - always reachable and responsive. Super accommodating when he’s able to be. We got unlucky wind hold weather and he offered to extend our check out if we wanted to ski an extra day to make up for it. Truly awesome. Can’t go wrong.
Guest favourite
Condo in Killington
4.9 out of 5 average rating, 128 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

KateRating, 5 stars2 weeks ago
Very clean and great location. It was about an 8 minute walk to the Ramshead lodge and we ate at two restaurants within a 5 minute walk. The shuttle was also easy and ran frequently. Would recommend!
Superhost
Condo in Ludlow
5 out of 5 average rating, 4 reviews

3 BR Ski-in/Ski-Out Fireplace, Pool, Full Kitchen

AlineRating, 5 stars13 months ago
Noah’s unit was absolutely wonderful. I’m not sure if the listing says this but it’s literally in front of a lift! The ski in ski out isnt a short walk. It’s right in front of the doorway. Also I’ve never been so close to a CAT grooming the trails. The unit itself was well stocked, with a great fireplace and spacious three bedrooms. Noah was responsive and very easy to communicate with. And very accommodating esp for a last minute trip! We’d love to return to this place!
Superhost
Condo in Dover
4.88 out of 5 average rating, 8 reviews

Seasons on Mount Snow | Walk Out / Ski Home!

JohnRating, 5 stars1 month ago
It was exactly how described by management and pics. We felt at home and kitchen had everything one needs. Greg the manager was incredibly responsive and professional…. We would go back.
Superhost
Condo in Killington
4.8 out of 5 average rating, 107 reviews

*Killington Summer Rental: 3 Bdrm, 2 Bth*

MikeRating, 5 stars2 months ago
Dray was thorough and the airbnb was clean, comfortable, and close to everything! I hope to stay here next time I visit!
Guest favourite
Condo in Stratton
4.93 out of 5 average rating, 15 reviews

Stratton two bedroom condo on a shuttle

DrewRating, 5 stars1 month ago
Megan’s place was great for a weekend of skiing at Stratton. Right on a shuttle route that picks you up at the front door and is very reliable. Clean and comfortable. Megan was extremely helpful and responsive throughout the whole process from booking to check in and check out.

Pet-friendly condo rentals

Superhost
Condo in Hartford
4.83 out of 5 average rating, 6 reviews

Close to Lake & Golf & Pool | Newton Village 2A

JessicaRating, 5 stars6 months ago
This lovely home had everything my family needed for a weekend away. The pictures and description of this home are very accurate. Highly recommend!
Guest favourite
Condo in Killington
4.96 out of 5 average rating, 130 reviews

Dog-Friendly Mountainside Escape/Pool/AC

ShaneRating, 5 stars1 week ago
Beautiful condo, nice location near the Sunrise lift and Bear Mountain. Very home like atmosphere in condo.
Superhost
Condo in Winhall
5 out of 5 average rating, 3 reviews

Pet Friendly Stratton West

DoojinRating, 5 stars2 months ago
Little smaller than what the photo showed. Overall exactly as stated in the description. Location is great and the host is extremely responsive and friendly. One of the better hosts in my experience
Guest favourite
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars1 month 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!!
Guest favourite
Condo in Stratton
4.9 out of 5 average rating, 69 reviews

Stratton Mountain vacation spot

CandaceRating, 5 stars1 month ago
We had a great stay at this cozy condo, perfectly located on a shuttle route to Stratton Mountain. The convenience of being just minutes from the slopes made our ski trip stress-free.
Superhost
Condo in Killington
4.89 out of 5 average rating, 245 reviews

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

IanRating, 5 stars3 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 favourite
Condo in Fairlee
4.92 out of 5 average rating, 290 reviews

The Spacious Condo at The Fairlee Inn

DharmilRating, 5 stars1 month ago
We stayed for two nights and had a great experience overall. The directions provided were clear, and check-in was smooth and hassle-free. The space was clean, comfortable, and exactly as described. The host was incredibly kind and accommodating—when we encountered a minor issue with the bathroom on the last day, they responded promptly, allowed us an extra hour to check out, and were very understanding. We truly appreciated the hospitality and would highly recommend this place to anyone visiting the area.
Guest favourite
Condo in Dover
4.85 out of 5 average rating, 169 reviews

Mount Snow Close, Great Price, Lots of Room

PeteRating, 5 stars1 month 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.

Condo rentals with a pool

Top Guest favourite
Condo in Killington
4.86 out of 5 average rating, 84 reviews

Mountain Oasis

CynthiaRating, 5 stars1 month ago
Cozy, clean, well appointed condo with great amenities within walking distance of the mountain, wonderful!
Guest favourite
Condo in Dover
4.87 out of 5 average rating, 239 reviews

Mt Snow Ski In/Out at Seasons

MarkRating, 5 stars1 week ago
The unit is very comfortable for a family and very convenient to Mount Snow. Updated bathrooms and washer/dryer. Great clubhouse and pool facilities at Seasons condo. Andrew was a pleasure to work with.
Top Guest favourite
Condo in Stratton
5 out of 5 average rating, 17 reviews

1st Fl Condo 3BR @ Stratton Sleeps 7 Pool, Hot Tub

KatherineRating, 5 stars3 months ago
Our stay at Carl’s listing was more than we could ask. The location is perfect to the mountain and the shops and restaurants in the village. Carl was very helpful for the check in process and was very responsive. The space was very large and clean. We had the best time and I would certainly stay here again in the future!! The amenities at the lodge were amazing and the lodge manager was so incredibly helpful and friendly as well. A happy and fun vacation!!
Top Guest favourite
Condo in Ludlow
4.96 out of 5 average rating, 51 reviews

3 Bedroom Castle Town Home

TomRating, 5 stars1 month ago
For our family of three this home fit us perfectly. You CAN certainly have more guests but it truly fit our needs. The set up was VERY spacious and cozy at the same time. The women at the desk are so kind and very good at their jobs. Not only did we feel at home when we arrived to our place, meeting them made us feel even more welcome. The castle was exquisite and an amazing experience in itself. The quaint town of Ludlow is a heart beat away with everything you need. All and all we can't say enough about how satisfied we are with Andy's home, the pricing, the staff and location! Our experience was amazing, memorable and we will be returning for sure next year! We are planning to come with our best friends next year & their kids because of your amazing home & our fantastic experience! 😁 Thank you again for opening your home to our family! The Baers
Superhost
Condo in Killington
4.71 out of 5 average rating, 24 reviews

3BR Whiffletree Condo!

GabrielRating, 5 stars1 month ago
Jeff and Melissa’s place was the perfect getaway with shuttles to take you to and from the mountain and a trail to ski back to the house. Would definitely stay here again!
Superhost
Condo in Killington
4.83 out of 5 average rating, 53 reviews

Ski & Spa Winter Escape

EmmaRating, 5 stars1 month ago
Melissa's place was great for our group of 4 friend group skiing at Killington over the weekend! It was super easy to get to Killington to ski and cozy to come home to after a day on the slopes. We didn't get a chance to use the hot tub/spa but certainly would love to next time!
Guest favourite
Condo in Dover
5 out of 5 average rating, 23 reviews

Lyon Family Lodge - Ski-in/ski-out

BethRating, 5 stars4 months ago
Great location, ski on ski off and very nice community not far from restaurants. Jared was very responsive and flexible with check in time. Overall a great condo on the mountain and would stay here again.
Guest favourite
Condo in Killington
4.9 out of 5 average rating, 68 reviews

1BR Ski-Home Pool/HotTb, Walk 2 Lifts, golf

EmmaRating, 5 stars2 months ago
Location was perfect! The weekend shuttle to Snowshed was very convenient and the trail to ski home was an easy way to get back. Also loved the spa amenities after a long day of skiing. Will definitely try to come back to this place for future visits!

Quick stats about condo rentals in Cavendish

  • Total rentals

    20 properties

  • Nightly prices starting at

    $157 AUD 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