
Cottage holiday rentals in Rutland
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Top-rated cottage rentals in Rutland
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Popular amenities for cottage rentals in Rutland
Cottage rentals with a hot tub

Cute Cool Cabin! Plymouth, Vermont.
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.

Beautiful 2 bedroom cottage . With lake view
Great location, close to town and anything else you could need in Bolton! House was very clean, had everything you could need. Definitely would stay here again if coming back up to Lake George!

GoodWoods~Okemo~Killington~Dogs~HotTub~Fireplace
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!

2 person SunCottage - Hot Tub Solar Geothermal
There are not enough words to capture our experience staying at the Sun Cottage! From the moment we arrived we were amazed at the beauty of the lanscape and the cottage. The wealth of amenities and luxury of the cottage was astounding. We kept finding carefully placed unique touches throughout the cottage. Mornings spent on the patio eating breakfast and evenings in the hot tub listening to the sound of the brook nearby are just a few of the moments we cherished. Access to the pond abudding the property to swim as well as the trails along the brook made this an exceptioal getaway! Can't thank Hunter and Jess enough.

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

Country Chalet, HotTub, 8 Mins to Skyeship Gondola
Perfect place for a ski weekend with a group of friends. House was exactly as described, check in was extremely simple, and all the amenities were in full working order and easy to use (special shout out to the hot tub which was amazing after a day out on the mountain). Location is less than 10 minutes from the Skyeship gondola, less than 20 from the main Killington base areas, and easy to find just off of the main road. Overall we had a great time and would 100% stay here again in the future.

Newly Renovated, Hot tub, 2min to Killington lift
Beautiful cottage to stay at! It had everything we needed and more! Very great area. So many beautiful places to explore. Less than 10 min away from thundering brooks falls. It was such a beautiful waterfall and perfect hiking spot! Ross was very helpful! He went out of his way to give us a bunch of helpful information for our stay. If we are going back to the area we will definitely be staying here!

3BR lakefront with dock, swim platform, & firepit
We had an amazing stay at this beautiful house for a weekend ski getaway. The house is located on a gorgeous lake just minutes from Okemo, making it a perfect stay for Skiing. The views of the lake are spectacular with direct lake front access. We had a very comfortable stay and enjoyed the hot tub after skiing as well as sitting in the living room by the gas fire place. This is by far one of the nicest AirBnBs that we have booked near Okemo and we look forward to staying at the house again in the summer and winter.
Pet-friendly cottage rentals

2 Bedroom Cottage-Green Haven Resort-Lake George
Couldn’t recommend Green Haven anymore. Barbara and Gregory were fantastic hosts, were extremely hands on and accommodating to make it a perfect stay for my family and dog. Everything in the listing is described perfectly and the property and cabins are super clean. Location is fantastic as well, just a very short drive into Lake George village.

The Smithy at Consider Bardwell Farm
The Smithy was a great choice for us! We enjoyed our weekend getaway, relaxed by the wood fire while the snow was falling, and best of all, we LOVED the cheese platter that Angela makes. Everything was local and delicious! She was a great host and very responsive to anything we needed during our stay. Hoping for a next visit some time soon!

Trout Lake Cottage BACK-dogs, kayak/canoe/SUP
Beautiful and peaceful location. Comfy beds. Everything had been thought of; cooler bags to use by the lake, super long dog leashes, beach towels etc etc Lake area was gorgeous and made for some fun times watching the sun set over a camp fire. Thank you, ever so much.

Private cottage in the woods
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.

Home with a spring fed Koi pond and mountain view
Jeremys place was so beautiful and peaceful for my wife and dog. We really enjoyed walking around the koi fish pond and watching our dog laps around it. He really went above and beyond providing us with everything that we could need. We made such a fantastic breakfast with his eggs from his chickens. We would definitely stay here again and would recommend it to anyone looking for a peaceful getaway.

Vermont Country Cottage(Near Village w/Magic View)
Even better than described! We had such a nice stay in the cottage. It’s absolutely adorable and has everything you could need for a night, a week or a month. Very clean and perfectly situated for privacy but close to attractions. Will definitely book again

50 Acres of solitude & 1/2 mile on the West River
House was perfect for our short stay away. Roughly 15min to Stratton. Nice piece of property to walk around with our dog. Overall would stay again.

Quintessential VT Cottage in Manchester Village
Loved staying in this cozy cottage so much that this was our second time visiting. We love the town of Manchester and this place is the perfect balance of proximity to trails and shops/restaurants while still feeling like you’re staying in the woods.
Private cottage rentals

Moon Beam Cottage--A cozy and welcoming retreat
We so enjoy staying at Melissa’s place. It has everything you could need and is an amazing location. We discovered the catamount xc trail is only a short distance away.

Banjo's Cottage near Middlebury & Recreation Areas
The main intention behind our visit to Banjo's Cottage was to disconnect and it proved to be absolutely perfect for doing just that. Cozy decor, manageable layout, well-stocked kitchen, no TV, beautiful grounds, convenient location...Lesley and her family provided it all in spades. We read books, completed a puzzle, took in the stars and enjoyed the silence. 20 mins south of Middlebury, and just over an hour south of Burlington...this place offers prime seclusion, as well as easy access to areas of interest. Lesley is always responsive and eager to accommodate. Special shoutout for ensuring we were fully prepared to stay somewhere new with a 13-month old. Pack 'n Play, highchair, outlet covers, toys and books...all generously offered upon arrival. Reading through the log it becomes apparent that this place holds a magical quality to all those who visit. We definitely hope to be back some day.

Stratton Mountain Cottage
Fantastic stay! This cabin exceeded our expectations! It was even more spacious than it looked in the photos, making our stay extra comfortable. Everything was thoughtfully equipped with all the essentials (and more), making it feel like a home away from home. The setting was peaceful and perfect for a relaxing getaway. Just a short 10-minute drive to the slopes, making it super convenient for skiing. Josh was very accommodating and easy to communicate with. We would definitely love to come back. Highly recommend!

Stone Wall Cottage, Stonewall : GMHA, Okemo
What a wonderful spot and truly gorgeous home. Perfect size with everything we needed for a long weekend in the mountains. Would stay here again in a heartbeat!

North Ridge Cottage Middlebury, Vermont
Peter was a great host! He was very responsive to all of our, sometimes silly, questions. the cottage was cozy and had the perfect amount of creature comforts. love all the windows, let in the sunlight and perfect view for the sunrise! just what we needed!

Riverside Cottage - Bridgewater Vermont
We had a remarkably great experience staying in Linda and Chris's cottage. They are fantastic hosts providing welcoming details about their spot and the surrounding area's amenities. Every detail is attended to so that you can arrive and settle in immediately. It's also a very peaceful and relaxing environment inside and out. We can't wait to come back next year!

Couple's Lakeside Cottage, EZ access, Row Boat
We had a great time! Jonathan was very responsive and answered every questions. Jonathan knew we were coming for fishing and since the weather was not cooperating he allowed us to check in earlier. His flexibility was appreciated by my husband who caught 3 huge bass the first day! The place is exactly how it is described. Perfect for a couple’s getaway. We enjoyed the scenery and felt relaxed and rejuvenated. Home is well stocked and clean. Great board game collection for fun evenings. Saratoga Springs is 35 minutes away for great restaurants and night life but plenty of local restaurant and pizzerias 10 to 15 minutes away. Overall great place with great host! We will definitely be back! Thank you again Jonathan for everything!

Two Bedroom Lakeview Cottage - Blue Lagoon Resort
Had the absolute best time here. Would come back again & again. The views are incredible and the cabins are perfect for a cozy/relaxing stay. Everyone else staying at the blue lagoon was so friendly.
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- Okemo Mountain Resort
- Sugarbush Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- West Mountain Ski Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Mount Snow Ski Resort
- Fort Ticonderoga
- Northeast Slopes Ski Tow
- Ekwanok Country Club
- Lake George Expedition Park
- Baker Hill Golf Club
- Hooper Golf Course
- Dartmouth Skiway
- Dorset Field Club
- Hildene, The Lincoln Family Home
- Willard Mountain
- Bromley Mountain Ski Resort
- Gooney Golf
- Adirondack Extreme Adventure Course
- Santa's Land USA
- Mount Sunapee Resort
- Whaleback Mountain