Cottage holiday rentals in Rutland County

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Rutland County

Cottage rentals with a hot tub

Superhost
Cottage in Plymouth
4.96 out of 5 average rating, 24 reviews

Cute Cool Cabin! Plymouth, Vermont.

MartinRating, 5 stars11 months ago
Alecia and John were meticulous hosts from the well curated guide book to their responsiveness when we had questions. All made for a wonderful family fourth of july! We look forward to returning.
Guest favourite
Cottage in Plymouth
5 out of 5 average rating, 34 reviews

Good Woods~Okemo~Killington~Dogs~HotTub~Fireplace

ChristineRating, 5 stars5 months ago
We definitely have never stayed in a rental that was so CLEAN! Aside from the labels, it felt as if we were not staying at a rental property at all. When we go away, it’s nice to stay somewhere that’s close to as nice and comfortable as home. We were warm and cozy. The house had everything and way more than we needed and we would like to see how beautiful it would be in the Summertime. The house was spacious and we loved the history and charm that it possesses. The hot tub was a major draw and sparkling clean also. It snowed practically the entire visit and felt private with all the trees surrounding the property. A huge perk was the proximity to Okemo and Killington for the boarders in our group. With the looks of the Volleyball net and court, presumably the owners are fans of the game! Bravo, Alecia- we thank you for your hospitality!
Superhost
Cottage in Killington
4.83 out of 5 average rating, 69 reviews

Vt Summer Getaway: Hot Tub, Golf Hiking & More!

TimothyRating, 5 stars3 months ago
Great house with plenty of space and beds. Living room had ample couches and great for our group to hang out there with the fireplace and hot tub off the back deck of kitchen. Kitchen had all necessary cooking pots/pans/utensils. Easy communication with the hosts and would return.
Guest favourite
Cottage in Bridgewater
4.97 out of 5 average rating, 225 reviews

Newly Renovated, Hot tub, 2min to Killington lift

SaraRating, 5 stars6 days ago
We loved this air b and b! It is very spacious and just like the pictures. It was so convenient right off the highway but also surrounded by trees. The hot tub was great too!
Cottage in Ludlow
4.8 out of 5 average rating, 35 reviews

3BR lakefront with dock, swim platform, & firepit

SusanRating, 5 stars6 days ago
This house was absolutely wonderful. Better than the pictures! Tons of space, very clean, and had everything you could possibly need. The kayaks were great too! We saw lots of birds and eagles out on the lake! We enjoyed swimming and hanging out by the fire at night and of course the hot tub was great. Would definitely love to come back again someday.

Pet-friendly cottage rentals

Cottage in Fair Haven
4.74 out of 5 average rating, 39 reviews

The Spiral Cottage on Lake Hortonia

AlysonRating, 5 stars9 months ago
This was our third year at the Spiral Cottage for our annual girls trip!! Lisa is SO responsive and accommodating and we always have an absolute blast at her place. Thank you Lisa!!
Cottage in Mount Holly
4.98 out of 5 average rating, 58 reviews

Cozy COTTAGE- ski, swim, hike, foliage, near Okemo

KarenRating, 5 stars10 months ago
The surroundings were beautiful and we loved watching the sun set over the mountains. The cottage was very clean and we really appreciated how well set up the kitchen was. Ron was friendly and responsive. We enjoyed finding swimming spots, local hikes and maple ice cream. We highly recommend the cottage and hope to return someday!
Top guest favourite
Cottage in Brandon
5 out of 5 average rating, 23 reviews

Fern Hill - charming lake cottage

DieterRating, 5 stars11 months ago
Lovely setting and we had beautiful weather and really enjoyed swimming, boating, and bird watching. We also enjoyed visiting cute local towns and ice cream shops and berry picking. Tested local cheese, bread, and maple syrup and had a relaxing family vacation.
Guest favourite
Cottage in Wells
5 out of 5 average rating, 23 reviews

Lake St. Catherine Waterfront Cottage

AliceRating, 5 stars8 months ago
We had a fantastic time! The house is clean and welcoming. The view of the lake and surrounding mountains was spectacular. It has everything you need for a relaxing stay. The host was easy to communicate with and instructions were thorough. We would highly recommend this property. We appreciate the host opening up their house to us!
Cottage in Castleton
4.8 out of 5 average rating, 10 reviews

Military Family Owned Cottage with View & Dock

RebeccaRating, 5 stars1 month ago
Kate was a great host. The cottage was rustic and cozy, the view of the lake was magnificent. She was responsive and went above and beyond to help us when we had questions. We will definitely stay there again when we need an escape.
Top guest favourite
Cottage in Poultney
4.94 out of 5 average rating, 67 reviews

Cottage on Lake St. Catherine, MTN Biking/Hiking!

MikeRating, 5 stars3 days ago
Exceeded expectations. Great place for lake access. Hosts were great
Cottage in Castleton
5 out of 5 average rating, 22 reviews

Lake Bomoseen 2 BR Cottage

JaimeRating, 5 stars5 months ago
It was a perfect setting for a much needed mid-winter respite.
Superhost
Cottage in Poultney
4.86 out of 5 average rating, 35 reviews

Rustic Lake Cottage, MTN Biking/ Hiking!

TaylorRating, 5 stars20 months ago
We really enjoyed our stay at Owen’s cottage. It was very quiet and peaceful. The home was comfortable and clean. It was easy to find and close to town center. We were there in October and it was chilly, but the space heater really kept everything warm. Would definitely return!!!

Private cottage rentals

Top guest favourite
Cottage in Whitehall
4.99 out of 5 average rating, 209 reviews

Hillside Cottage @ The Mettawee Retreat

CesarRating, 5 stars3 days ago
Second time visiting. Love how peaceful this cabin is. Everything was very clean. Amazing surroundings. Lake George only 35 min away. Would love to go back every year!
Guest favourite
Cottage in Pawlet
4.92 out of 5 average rating, 191 reviews

The Smithy Cottage at Consider Bardwell Farm

BrandiRating, 5 stars2 weeks ago
Second time staying with Angela and it was just as great as we remembered. We love the peaceful location in Pawlet - far enough away to disconnect from city life while still being a close enough drive (15-30 min) to great local restaurants in Dorset and Manchester. The space itself is cozy and rustic, keeping its historic charm in tact, while having thoughtful updates to the kitchen and bath that make it functional for everyday use. The shower is incredible and the bed is so comfy, one we actually looked forward to sleeping in again! Angela was a great host and provided us with local coffee, crackers, and their newest Pawlet cheese for enjoying. Already looking forward to visiting again next summer!
Superhost
Cottage in Poultney
5 out of 5 average rating, 15 reviews

Large Lake Cottage. Great Hiking/Mtn Biking!

RekaRating, 5 stars9 months ago
Beautiful and peaceful location with lots to do. The cabin was rustic and cute , with all the accessories needed to cook a nice meal indoors and grill outside. We all loved spending time at the lake. The kids especially enjoyed the paddle boards and kayaks. The hosts were very friendly and responsive. Thank you guys! We will definitely be back.
Top guest favourite
Cottage in Wells
4.94 out of 5 average rating, 34 reviews

Private cottage in the woods

SergeyRating, 5 stars5 months ago
We enjoyed our stay so much! The place was nice and clean and quiet, perfectly organised and thought through. Karen was a welcoming, friendly, and helpful host. I wish more AirBnBs were like this! Would be happy to return someday.
Top guest favourite
Cottage in Weston
4.97 out of 5 average rating, 100 reviews

Charming Mountain Cottage **NO CLEANING FEE**

ColinRating, 5 stars3 months ago
Sam was an exquisite host to us. informed us of the cold front coming in to aware us leading up to our ski trip. house was easy to find and key location for anyone skiing the epic pass smack between two mountains.
Guest favourite
Cottage in Tinmouth
4.95 out of 5 average rating, 42 reviews

Sandsend Cottage - Lakefront Serenity

JustinRating, 5 stars1 month ago
Beautiful property, highly recommend! Ian and Steph were communicative and friendly and helpful, and the location right on Tinmouth Pond is gorgeous.
Guest favourite
Cottage in Bridgewater
4.97 out of 5 average rating, 225 reviews

Newly Renovated, Hot tub, 2min to Killington lift

SaraRating, 5 stars6 days ago
We loved this air b and b! It is very spacious and just like the pictures. It was so convenient right off the highway but also surrounded by trees. The hot tub was great too!
Top guest favourite
Cottage in Poultney
4.97 out of 5 average rating, 135 reviews

The Cottage in East Poultney

PaigeRating, 5 stars4 months ago
One of the cleanest and comfiest Airbnbs I’ve stayed in. It was a last minute trip and this exceeded my expectations. My sister and I were saying we had the best night of sleep we had in years! There was a huge snow storm and the owner was so accommodating and very easy to get in touch with. We can’t wait to come back 😊

Destinations to explore