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House vacation rentals in Stratton

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Popular amenities for Stratton house rentals

House rentals with a hot tub

Superhost
A two-story mountain retreat features a broad, wooden deck accessible through expansive glass doors. The structure is surrounded by greenery, with large windows that provide ample natural light. The earthy tones of the wood harmonize with the blue sky and the lush landscape.
Home in Plymouth
4.95 out of 5 average rating, 251 reviews

Top of the World! Jacuzzi! Private Hiking Trails!

MichaelRating, 5 stars1 month ago
Nice place thanks Mike
Superhost
A small one-story house is depicted, featuring a wooden porch with a ramp and steps leading to the entrance. The exterior is clad in dark siding with a metal roof. A picket fence borders the grassy area in front, enhancing the home's charm.
Home in Hartland
4.87 out of 5 average rating, 69 reviews

Cozy 1 bedroom home with private hot tub

LynnRating, 5 stars3 days ago
Very clean, cozy little house. Right between two highways. ( Didn’t bother us, but if you’re looking for quiet and secluded, this is not the place for you). Easy to get to other places from the location.
Superhost
A wooden dining area is illuminated by a chandelier, featuring a rustic table surrounded by black chairs. A stone fireplace adds warmth, while large windows provide views of the greenery outside, with access to a deck visible through sliding glass doors.
Home in Wardsboro
4.95 out of 5 average rating, 107 reviews

Hot Tub & Game Room - Ski Mt. Snow/Stratton

NickRating, 5 stars2 months ago
We truly enjoyed staying here!! The hosts were amazing! They gave us plenty of local recommendations that made our stay so enjoyable. The home was wonderful. Plenty of this to do if you don’t want to leave. Game room was a great bonus!! We can’t wait to return!
Superhost
Home in Windham
4.87 out of 5 average rating, 113 reviews

Magic Creek

DanRating, 5 stars1 month ago
Cute Vermont farmhouse that had everything that you needed. We enjoyed Cooking inn and hanging out in the living with the fireplace. The hot tub was so much fun after a cold day on the mountains. There is a cute little coffee shop and super market only 10 minutes away.
Superhost
Home in Sunderland
4.97 out of 5 average rating, 247 reviews

MOUNTAIN NEST, views, Manchester, hot tub,

DillonRating, 5 stars2 days ago
I couldn’t say enough good things about this listing. The view, the amenities, the whole stay was incredible. Responsive host, clean and tidy upon arrival, easy and clear check in/check out, very thoughtful small things that help make your stay more pleasant and memorable. Would recommend this listing to anyone who is hoping to find a special place to relax and recuperate. Would definitely return if I was looking in the area again!
Superhost
A two-story home with a welcoming porch is surrounded by vibrant autumn leaves. The exterior features light grey siding and several large windows, providing a glimpse of the cozy interior. A wooden staircase leads to the porch, inviting guests to explore further.
Home in Keene
5 out of 5 average rating, 148 reviews

Downtown Hot Tub Escape

SiobhanRating, 5 stars2 days ago
This place is great! Exactly as described inside, clean & well-appointed home. Everything is labeled very helpfully and all amenities were available and clean. Hot tub is inside a sweet little screen tent that allows for extra privacy which is much needed as the next door neighbors are very visible/present next to the outdoor space. The washer and dryer were new, the fridge was very new and had an awesome ice dispenser with 2 types of ice it automatically created. Don't let the house rules shy you away. This host is through but very kind and professional. The only downside of the entire place is a rather complex air conditioning/heating system that I found diddicult to understand but also made it uncomfortably hot throughout the night and there are signs everywhere instructing not to open the windows at all which was odd. Overall this place is so worth it, if you're staying in Keene and need a larger space, this place is perfect.
Superhost
A stylish living area features a black sofa adorned with colorful pillows. A round coffee table sits on a textured rug, accompanied by a glass of sparkling water. A vintage poster is displayed on the wall, and natural light illuminates the space from nearby windows.
Home in Jamaica
4.94 out of 5 average rating, 173 reviews

Cozy Riverfront Home in beautiful Jamaica

CaseyRating, 5 stars1 month ago
Great place. Very isolated and a beautiful location but still has all the creature comforts. The deck, view, and space are amazing. Fast WiFi, 2 bathrooms, and a dishwasher with garbage disposal are really cool in a rustic location like this. The wood fires hot tub was obviously the star of the show. Clear instructions and good communication for everything. The gas grill and gas fire pit were nice. Every thing was comfortable and great. Stress free. Hope to stay here again, thanks for everything.
Superhost
A private Jacuzzi hot tub is positioned on the wooden deck, surrounded by a black railing. The view beyond features a wooded area with colorful autumn foliage, inviting a peaceful outdoor experience.
Home in Ludlow
4.97 out of 5 average rating, 158 reviews

Ski Chalet with Hot Tub on Okemo Mountain

MichaelRating, 5 stars1 month ago
Great house, location, and host! Eric was very helpful, communited timely, and is super organized. The house is in a great private location right near Okemo, plenty of restaurants, and a grocery store. The house felt bigger than the square footage states and was perfect for our two families (4 adults and 4 kids aged 9-12). We are usually disappointed in how clean rentals are upon our arrival, but this house was basically impeccable which especially isn't easy in the mountains! The upstairs is perfect for a kids room and the living space was nice and cozy, but didn't feel small. Plenty of room for everyone. I highly recommend this house, the hosts, and Okemo. It was our first time on this mountain and really enjoyed the family friendly atmosphere and terrain while also having plenty of advanced trails as well. Overall we had an A+ weekend.

House rentals with a pool

Top guest favorite
A wooden deck offers a serene escape surrounded by lush greenery. Comfortable seating is provided with blue and green armchairs facing a central table. A chiminea adds a cozy touch, inviting relaxation in this peaceful outdoor setting.
Home in Wilmington
5 out of 5 average rating, 14 reviews

Spring Hiking Pet Retreat I Game RM l ChimneyHill

LynnRating, 5 stars2 months ago
Shannon’s place was perfect for our Christmas visit with our son. Clean, spacious, great location, fully stocked, and made the perfect place to host our son and his Copper Mountain colleagues for Christmas!
Guest favorite
The farmhouse features a classic two-story white exterior with green shutters and multiple windows. Snow covers the ground in front, while the entrance is highlighted by a center door flanked by sidelights. A gentle landscape with shrubs is visible on either side.
Home in Salem
4.98 out of 5 average rating, 191 reviews

Magical Farm Getaway - a must visit!

StephanieRating, 5 stars1 month ago
A fun winter break/birthday getaway! Sarah’s house had plenty of bedrooms for all guests. The game room, pool table, and wood stove/fireplace were great to have on these cold February days. Everyone enjoyed the sunroom and large dining table. The hot tub and outdoor sleds were used as well. The history of the house and beautiful views from the property were an interest to all. I bet this house is a lovely spot in the summer as well!
Guest favorite
Home in Colrain
4.9 out of 5 average rating, 126 reviews

The 1770 House

BrianRating, 5 stars2 months ago
Another great weekend at Ed’s! It was our group’s second time staying here, and we loved it just as much as the first, which is to say—a lot! Ed is very considerate and responsive, and there’s plenty to do for everyone. We are already looking forward to next year!
Superhost
A single-level ranch-style home sits on a gently sloping lawn, surrounded by vibrant purple flowers. A clear blue sky and green trees provide a scenic backdrop, while satellite dishes are mounted on the roof for communication access.
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars2 months ago
We had an amazing stay! The house is lovely and very comfortable, perfect for going skiing at mount snow and cross country skiing and prospect mountain. We were really glad to have picked it. The house is spacious, we all had a lot of room to ourselves, and the kitchen had everything we needed. The farm is gorgeous. Great grocery stores nearby. Sharon was amazing - so helpful when a winter storm threatened to make it hard for us to drive home. She offered us extra time or even another night discounted, which was really generous. She also communicated with friends to help us determine if the road back to NYC had been cleared. We are so grateful for her help! We hope to return in warmer weather to enjoy the farm even more.
Guest favorite
An inviting kitchen and dining area feature open layout with hardwood flooring. Natural light filters through large windows, illuminating the sleek wooden cabinetry and granite countertops. A large island with seating overlooks the dining space, which is furnished with a contemporary table and chairs.
Home in Newfane
4.92 out of 5 average rating, 49 reviews

6 BR Perfect Private Retreat in Vermont!

AlexRating, 5 stars8 months ago
Large house in a very remote area. Approximately 70 acres. It was very relaxing and was nice to enjoy the pool which was professionally cleaned before arrival. The master bath has an incredible view of the mountains and an enormous shower. Pool table was fun and well taken care of. We stayed on probably one of the hotter weekends and the house cooled down at night pretty well just by opening the windows. Most rooms had ceiling fans if no other fans were provided. I can imagine this house would be amazing in the winter or fall too. With the screened in fireplace room and additional fire place inside the main house. You’re also close to 2 ski mountains each about 18 miles away. I could see myself renting again in the future. Thanks again
Guest favorite
A Colonial home is positioned on a green lawn, showcasing a charming brick façade and a classic porch. Large trees provide shade, while an American flag is displayed proudly by the door. Nearby, a design studio is visible, highlighting the spacious front yard.
Home in Keene
4.93 out of 5 average rating, 208 reviews

The Brick House on Washington Street

KennethRating, 5 stars2 months ago
We had a great stay in Keene. Ruth is a fantastic hostess. Her house is just close enough to Main Street to keep it a walkable distance to multiple restaurants and shopping. The house is a nice cozy spot that was big to accommodate my whole family meeting up for a fun winter weekend in Keene. I would stay there again without hesitation
Guest favorite
The pool area is framed by lush greenery, featuring a large in-ground pool with a slide. A colorful inflatable float is seen in the water. A shaded patio table with chairs provides a space for relaxation, alongside a sun umbrella that casts shade over the area.
Home in Williamstown
4.89 out of 5 average rating, 217 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars2 months ago
We had a great stay at the Hollywood Bungalow. House was described accurately and had so many thoughtful touches to make us feel welcome. Diana met us upon arrival and walked us around the property and the house. Such a great host! She had generously provided snacks, treats and gave a thorough overview for our stay. We were primarily focused on skiing at Jiminy Peak which was a short 20 minute drive. We also brought our 5 year-old rescue who had the best vacation of her life. She was able to use the fenced-in backyard to run around off leash and even meet a new friend when Jackson's dog visited. Diana even shoveled walking paths in the yard throughout our stay so we could get around in the high snow. The Screening Room is awesome and provided hours of entertainment. Quiet street and picturesque location. We will definitely return.
Guest favorite
A historic farmhouse with a two-story white exterior is surrounded by lush green grass and trees. A large wrap-around porch features rocking chairs, and a side deck has a dining area with umbrellas. The inviting facade is complemented by bright blue skies.
Home in Granville
4.94 out of 5 average rating, 103 reviews

Historic 1850’s Renovated Farmhouse w/ Pool!

NicoleRating, 5 stars5 months ago
Beautiful home. Pictures don’t do this location justice. Booked for our daughters wedding being held close by for relatives traveling and ourselves to be close to wedding. Would highly recommend for anyone looking in that area. They have thought of everything you could possibly need. We were out at events more than at the home and I honestly with we had done another day to enjoy some down time in the beautiful home. Owners and local property manager were wonderful at communicating and making sure everything was cared for (we had no concerns, but having contacts if there were any)

Weekly house rentals

Guest favorite
The living room showcases a spacious layout with two blue sofas and a patterned area rug. A wooden coffee table is centrally placed, displaying a selection of magazines. Natural light flows in through large windows, complemented by soft lighting from a nearby lamp.
Home in Granville
4.85 out of 5 average rating, 187 reviews

Home by the Mettowee River- Simply the best!

LoganRating, 5 stars1 month ago
The place was great! Adorable home in a great location. Restaurant's, grocery stores, and activities were all within 5 min from the home, yet it was still on a nice quiet street. Had all the amenities listed which made it super easy to cook meals. Directions for check in and check out were very clear and easy to follow. Virginia and Dan were amazing hosts, easy to communicate with, hospitable, and very attentive. Definitely a place I would highly recommend!
Superhost
The charming exterior of a farmhouse is surrounded by lush greenery, featuring a pale blue façade and a welcoming pink door. Dense foliage and colorful flowering plants enhance the inviting approach to the home, set against a peaceful landscape.
Home in Londonderry
4.94 out of 5 average rating, 174 reviews

Clean, Captivating VT Farmhouse near Stratton!

JamesRating, 5 stars2 months ago
Great house, amazing location near Stratton, and Matthew was just great. He was super communicative, and went above and beyond to make sure we were happy with our stay. We'd love to return again.
Guest favorite
A shaded outdoor area features a tree with two swings, one being a macrame-style chair with striped fabric. The wooden exterior of a neighboring building and a picnic table can be seen in the background, enhancing the tranquil and inviting atmosphere of the space.
Home in Mount Tabor
4.92 out of 5 average rating, 183 reviews

Spring/Summer Fun Treasures Waiting

JustinRating, 5 stars2 months ago
Great place. Was a bit further from Stratton but close to Manchester and Rutland for food options. It is check in with the hosts - clearly in the instructions - which I overlooked upon booking. The place was just as described and the event brought over blueberry muffins which was a nice touch.
Superhost
A charming two-story family home with a light gray exterior is shown. The front porch features multiple rocking chairs, while a flowering shrub adds a pop of color to the front yard. Large windows allow natural light to fill the interior.
Home in North Adams
5 out of 5 average rating, 3 reviews

Charming 6 BR home 8 min walk to MassMoca

StaceyRating, 5 stars7 months ago
Nancy was a great host. She was responsive and proactive providing us instructions for accessing the property. The house had lots of space for our group of 9 and it was nice to have a full kitchen to cook in while we stayed. The walk to MOCA was around 15 minutes with our group, which included five kids. It was nice being so close to town. We hope to be back again!
Top guest favorite
A view from above displays a cozy sitting area beneath exposed wooden beams. A rich, patterned rug covers the floor, while a plush armchair and a small table are positioned nearby. Natural light filters in through the adjacent windows, illuminating bookshelves filled with items.
Home in New Salem
4.89 out of 5 average rating, 215 reviews

Stone n' Sky Lodge

JasonRating, 5 stars5 months ago
I genuinely don't know what to say other than the fact that this may be one of the greatest places I've had the honor to lodge at. I did a lot of vetting across New England to find a wonderful place that could sleep a decent amount of people, provide a scenic and comfortable escape, and keep us entertained. Sarah's wonderful Stone and Sky Lodge exceeded every expectation I just listed. It's cozy, warm, and feels like a hidden nook! The scenery and nature couldn't be more beautiful. I never got the pleasure to meet Sarah, though I wish I did. Over messages and from what my friends told me, I just know that Sarah is the most hospitable and kind host that I've talked with in a while, and I hope that next time I can thank her personally. From my friends and I, we thank you for sharing your home with us. If you think that the excellent reviews are too good to be true, don't. This IS the truth, and I can't wait to have another reason to come back to this wonderful treasure of a place.
Guest favorite
An A-frame chalet is showcased, featuring a gray exterior with a vibrant turquoise door. A front porch is visible, accompanied by stairs leading up. Surrounding greenery and trees provide a natural backdrop, enhancing the inviting appearance of the home.
Home in Wilmington
4.9 out of 5 average rating, 220 reviews

Wilmington A-Frame- Cozy and Convenient

AveryRating, 5 stars2 weeks ago
This spot is absolutely perfect to be on a quite spot to enjoy nature but still right within walking distance of the center of Wilmington. The cabin itself is beautifully appointed, gorgeous, and super comfortable. Due to rain we ended up spending most of our time inside relaxing and watching movies, and have zero regrets about it. The host was also extremely friendly, helpful and responsive. I'll definitely be coming back again and recommend this for a Wilmington get away weekend!
Top guest favorite
A spacious living room features a vaulted ceiling and an arched window that allows natural light to flood the space. Comfortable seating arrangements include two red sofas and a patterned area rug. Shelving units display decorative items, while a media system is positioned above the fireplace.
Home in West Brattleboro
4.93 out of 5 average rating, 116 reviews

Modern Spacious Home with Mountain Views

JoannaRating, 5 stars3 weeks ago
My family of four loved Christine’s place! She is so thoughtful, leaving yummy snacks plus necessities as well. She’s a great baker and provided us with some yummy treats! The beds were super comfy and cozy, bathrooms were clean and well-equipped and we loved being both close to downtown but also could go hiking out the back door. We feel so grateful to have had such a lovely and relaxing place to stay. Thank you, Christine! ❤️
Top guest favorite
A spacious living area features a warm wood-paneled ceiling and modern furnishings. Two sleek sofas are arranged around a wooden coffee table, while armchairs provide additional seating. Natural light floods the space through large windows framed by light curtains, enhancing the welcoming atmosphere.
Home in Cheshire
4.81 out of 5 average rating, 152 reviews

Large Secluded Berkshire Home

BruceRating, 5 stars6 months ago
We thoroughly enjoyed our stay and the accommodations were exactly as stated, comfortable, roomy, very clean and convenient to amenities. The sleeping accommodations were perfect and the beds were comfortable even for older adults and children. The surroundings were incredibly picturesque, beautiful yard for outdoor activities and lovely mountainous views. The host was very accommodating to our needs and for that we are very thankful. We would definitely stay again.

Quick stats about house rentals in Stratton

  • Total rentals

    50 properties

  • Nightly prices starting at

    $130 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windham County
  5. Stratton
  6. House rentals