Condo holiday rentals in Woodstock

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Popular amenities for Woodstock condo rentals

Weekly condo rentals

Superhost
Condo in Dover
5 out of 5 average rating, 11 reviews

Cozy Updated 2 Bedroom Corner Condo

NicoleRating, 5 stars27 months ago
Greg has to be the most responsive, accommodating host I've ever had the pleasure of renting from. He gave me clear instructions, responded the minute I sent a question, and was very generous regarding check in and check out. What a great guy! The condo itself is in a great location. We didn't use the Moover but the stop is right outside the building's door. Like many ski condos it's basic but cozy. The neighbors were really audible in the bedroom, but we may have just had a weekend with some loud people next door! The best part (besides how great Greg was) is the view. It's so lovely to look out over the ski mountain. Overall a great value and a wonderful host. Thanks, Greg!
Guest favourite
Condo in Killington
4.96 out of 5 average rating, 80 reviews

Bright & Cozy condo with AC, Tennis, and Pool

JodiRating, 5 stars3 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
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.
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!
Superhost
Condo in Killington
4.82 out of 5 average rating, 257 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

ZacharyRating, 5 stars2 months ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Superhost
Condo in Killington
4.78 out of 5 average rating, 307 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars1 month ago
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.
Superhost
Condo in Dover
4.77 out of 5 average rating, 142 reviews

3 Bedroom, 2 Bathroom Condo, 2 Mins to Mount Snow!

DanielRating, 5 stars1 month ago
Great location and perfect house to stay in

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.
Guest favourite
Condo in Grantham
4.97 out of 5 average rating, 115 reviews

Cozy Light-filled Condo in Charming Eastman

KatieRating, 5 stars1 week ago
this condo is the perfect set up for our family! we had 3 adults staying, with a dog and a cat. there were three separate full bathrooms which helped a TON. everyone had their own area to wind down. we stayed for easter and were able to cook in the kitchen. Lyn was super responsive with any questions we had! we’re hoping to stay again next easter with Lyn!!
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 Waitsfield
4.97 out of 5 average rating, 37 reviews

Centrally Located, Light-Filled Apartment

JuliaRating, 5 stars4 weeks ago
We were due to arrive on the day there was an unexpected snowstorm. Dan and Emily were super responsive and offered a generous and very helpful solution with planning travel and our stay. The space is great, lots of character went into the build and new, clean furnishings were a nice touch- especially in a pet friendly setting. Plenty of hot water, heat. Ideal for singles or couples who are looking to explore all that the area has to offer- centrally located and a quick, easy entry/ exit. All that is needed is there and none of what isn’t- efficient use of space. Very welcoming hosts, would stay here again next time we visit!
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!!
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.

Condo rentals with a pool

Top Guest favourite
Condo in Woodstock
4.99 out of 5 average rating, 109 reviews

Fantastic Location in the White Mountains

RebeccaRating, 5 stars6 days ago
Lyria's place was exactly as advertised. Incredibly clean, everything we needed, spacious and great amenities. We usually stay in hotels when in the area, but Lyria's place was a way better value and so much more space! The surroundings were gorgeous and my kids (10 & 13) loved the pool and surrounding attractions (hiking Artist's Bluff and walking The Basin path). The time we went (mid April) not a ton was going on in the area, but we were happy just to explore, relax and hang out at the pool! We even enjoyed watching a Celtics playoff game on the big screen TV! Lyria gave us great recommendations for where to eat and we loved everything she suggested. Highly recommend for a family with kids or a quiet retreat for adults!
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!
Top Guest favourite
Condo in Woodstock
4.98 out of 5 average rating, 55 reviews

Riverfront Retreat in the White Mountains

KathyRating, 5 stars1 month ago
We absolutely loved this place!! Beautifully decorated, super clean, and perfect higher end furnishings for our group! We had my "older" mother with us and the ground level living and spaces were ideal for getting around. There were so many amenities and personal touches we loved. We can't wait to book again!
Superhost
Condo in Warren
4.82 out of 5 average rating, 112 reviews

Modest Mountain Dacha

JoanneRating, 5 stars2 months ago
Very comfortable stay - convenient to ski wither Sugarbush or Mad River. Philip sent specific instructions for turning the heat up on arrival. It took a little while to warm up, but individual thermostats in LR and BR worked nicely. Local recommendations for restaurants and such were spot on.
Guest favourite
Condo in Woodstock
4.91 out of 5 average rating, 185 reviews

Loon Mountain Area Rental - 2Br/2Ba

Mark & SharonRating, 5 stars1 month ago
Robert's condo is in a beautiful setting overlooking a meadow and the peaceful Pemi river. The furniture and bedding are comfortable. This was our 4th stay and definitely our go to place while visiting the White Mountains. Love this place!
Guest favourite
Condo in Woodstock
4.98 out of 5 average rating, 62 reviews

Modern house near Loon, club w/pool and jacuzzi

JessicaRating, 5 stars2 months ago
Jessie is a wonderful host! She was very easy to communicate with and the place was exactly as described. Check in and out is very easy. We had to extend a day due to a snowstorm and Jessie was really flexible and easy to work with. The kitchen was well stocked with basics (oil, spices, hot cocoa, coffee). The place overall is beautiful and was very clean. The bunk beds are extremely comfy! The view from the deck is gorgeous and the area is very convenient. In summer you can walk to town and the condo lounge. It’s a quick drive if not walkable weather. The one downside was the place is still in need is some renovations (some has been done and is gorgeous), so there was a minor water leak and the downstairs bed was really uncomfortable - but Jessie was really responsive and helpful about the leak. I’m sure renos will be done soon and that will be resolved. We would definitely stay again!
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!
Guest favourite
Condo in Stratton
4.95 out of 5 average rating, 19 reviews

Stratton Duplex Condo Steps to Lifts, Village!

NathalieRating, 5 stars1 month ago
Great walkable location. Loft space granted nice privacy for 2 couples or extended family. Fireplace and living room were cozy.

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