House holiday rentals in Roxbury

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Roxbury

House rentals with a pool

Superhost
Home in Stowe
4.82 out of 5 average rating, 11 reviews

Modern condo at village green

DanRating, 5 stars2 months ago
Beautiful spot, and a quick walk to the bus stop if some of your family is taking too long to get ready!
Guest favourite
Home in Killington
4.91 out of 5 average rating, 207 reviews

Luxury Condo Tucked in the Heart of Killington

JillRating, 5 stars4 days ago
So close to many houses king spots.
Top guest favourite
Home in Mendon
4.89 out of 5 average rating, 245 reviews

Ranch at Mendon Mt Orchards

StephanieRating, 5 stars3 weeks ago
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!
Top guest favourite
Home in Waitsfield
5 out of 5 average rating, 31 reviews

Winter Wonderful Waitsfield Spacious VT Home w/Spa

SeanRating, 5 stars6 months ago
Our stay in Sara and Mikes home in Waitsfield was incredible! Upon arrival into the mad river valley, the surrounding views were instantly beautiful and calming. The moment we stepped in the house we honestly felt right at home. The layout of the house is so calming and tasteful. Everything is perfectly organized, down to the labeling for all of the dishes and cookware so you’ll never have trouble finding what you need! Waking up and heading by downstairs for a workout in the home gym, followed by a dip in the hot tub on the secluded back deck was an insanely relaxing way to start the day. The custom built bed frames/furniture and the overall craftsmanship of the space added a comforting artistic value to the stay. Don’t get me started on the screen porch! This house is full of amenities and I’ve honestly never felt more at home at an air b&b stay. Nice quiet respectful neighborhood in an amazing community, would recommend this spot to anyone and we hope to return in the future!
Top guest favourite
Home in Killington
4.99 out of 5 average rating, 134 reviews

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace

JennRating, 5 stars1 week ago
Dan & Holly are amazing hosts. They provided everything needed to make our week great. They left dining recommendations and all of the information we needed for the property. It was the perfect space for our family. The on-site amenities were great. The pool space was super clean and the staff was amazing. The property is well maintained and we had everything we needed to feel at home. We would definitely recommend this property to friends and family. Downtown Rutland was a short drive, and there was so much to see just minutes from the property. Dan & Holly are extremely responsive and truly think of everything. We had no questions and checking in and out was a breeze because they are so thorough. It was a wonderful experience from start to finish.
Top guest favourite
Home in Barre
4.94 out of 5 average rating, 69 reviews

Charming Barre Getaway

StevenRating, 5 stars4 days ago
Home was beautifully decorated and had everything we could ever need. Super clean and furniture and amenities were amazing! Beds were super comfortable. Very peaceful. Deer, geese, rabbits in backyard. We really enjoyed our stay.
Superhost
Home in Warren
4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars1 month ago
Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!
Guest favourite
Home in Stowe
4.94 out of 5 average rating, 190 reviews

Cozy Studio Spruce Peak Lodge Ski in Ski Out | 319

MartinaRating, 5 stars6 months ago
Had another great stay at the lodge! Stephanie was very responsive. Will definitely book with her again!

Weekly house rentals

Guest favourite
Home in Lincoln
4.98 out of 5 average rating, 205 reviews

Modern Home in Lincoln Sauna / Pond / Ev Chg / Pvt

CatherineRating, 5 stars1 month ago
Bjorn’s home is pristine and could not be nestled in a more beautiful place. He was very responsive and the house is well supplied with everything you could need. Highly recommend and look forward to staying here again!!
Guest favourite
Home in Bristol
4.88 out of 5 average rating, 155 reviews

Large New England Home w/ Gorgeous Mountain Views

ChristopherRating, 5 stars2 months ago
This is a great house to stay in. There's a lot of space, places to sleep, sit and relax, eat, watch tv, play games, work, read, cook. Plenty of hot water.. Very private, although in a neighborhood. Nice back yard area when not covered in snow, looking up at the mountains behind. Sheri is top notch. Easy to reach, super friendly and helpful, easy going. We came at the tail end of a snow storm, but the driveway was cleared enough to get our car in and then Sheri worked with us to make sure everything was cleared before we had to go out the next day. Easy walk into the cute town of Bristol. Handful of nice shops (books, games, art, crafts, gifts, toys) and restaurants: Wokky's--ok Chinese/great staff; Minifactory--out of sight coffee/biscuits/sandwiches/fresh ingredients/lot of gluten free; Cubber's--locals' joint/excellent pizza/sandwiches; Farmhouse Chocolates--superb fresh organic truffles, bars, caramels/chocolatier is wonderful. Easy drive to Mad River Glen, Sugarbush for skiing.
Top guest favourite
Home in Sunapee
4.97 out of 5 average rating, 114 reviews

Sunapee Four Season Getaway with a Mountain View

SamanthaRating, 5 stars1 month ago
We had an amazing family ski weekend at this house! With four young children, finding a place that accommodates everyone can be challenging, but this house was perfect. It had two cribs, which was a huge bonus for us. The open floor plan made it easy to keep an eye on the kids while still enjoying time together as a family. The hot tub was a great way to relax after a day on the slopes, and there was plenty of space for our entire group to spread out and feel comfortable. The location was also fantastic—just a short drive to Mount Sunapee, making it so easy to hit the slopes. We couldn't have asked for a better place for our weekend getaway!
Guest favourite
Home in Warren
4.92 out of 5 average rating, 206 reviews

Beautiful guesthouse -perfect for long stays

BriannaRating, 5 stars6 months ago
Very nice host !! Airbnb was very cozy and accessible, would highly recommend :)
Guest favourite
Home in Winooski
4.94 out of 5 average rating, 130 reviews

Spacious Winooski Oasis, close to downtown!

PaigeRating, 5 stars4 days ago
We had a great stay! Very communicative and the place was really well priced.
Top guest favourite
Home in Stowe
4.95 out of 5 average rating, 184 reviews

New Remodel w/VIEWS! on 20 Acres!

Carla Rating, 5 stars1 month ago
Kim was super kind and went above and beyond to help me sort out a situation even before our arrival. The home is located in a quiet beautiful area, it is super comfortable, beautifully decorated. The beds were very comfortable. We had plenty of towels and linens. My kids enjoyed playing games in the basement, and my husband and I enjoyed watching TV and reading by the fireplace. I highly recommend Kim's place.
Top guest favourite
Home in Hartford
4.97 out of 5 average rating, 105 reviews

Luxury Barn Home w/Hot Tub, Sauna, Gardens MtnView

SeanRating, 5 stars1 week ago
Amazing location and house. Was a great stay and would highly recommend!
Guest favourite
Home in Colchester
4.97 out of 5 average rating, 126 reviews

Lake Champlain Colonial

ErikaRating, 5 stars3 weeks ago
We were 2 couples visiting children at UVM. The house was close enough to campus to go back and forth easily. The large kitchen and dining room meant we could cook big family dinners and sit around the table together - something we miss while they're at school. The rooms were large and clean with ample drawers and closet space and 8 of us easily slept there the night the kids stayed over. Bathrooms were great as well. We brought rackets and were able to use the public tennis courts right up the road. If the weather were nicer I'm sure we could have grilled and taken advantage of the huge back yard. There were 2 spots in the large, clean garage and plenty of driveway parking. All in all it was a much more affordable, versatile place to stay than downtown hotels.

Private house rentals

Superhost
Home in Stowe
4.95 out of 5 average rating, 92 reviews

Spruce Hollow Hideaway “Hot Tub”

MatthewRating, 5 stars2 months ago
This place was perfect for our large group. To start plenty of parking in the drive way. Plenty of room in the house for everyone to not feel on top of eachother. The hot tub was great after a few long days of skiing. Lastly if you’re looking for a place close to the mountain it doesnt get much more convenient than this location. Also plenty of places to grab drinks or food near by. Would definitely stay here again
Guest favourite
Home in Milton
4.95 out of 5 average rating, 84 reviews

Waterfront * Sunsets * Private * Swimming/Fishing

KevinRating, 5 stars4 months ago
On our last day we saw a spectacular sunset which was indicative of our whole stay. The star was of course the wonderful setting on the lake. It was enhanced by how tastefully the house was renovated, decorated and fully supplied with everything we needed. It truely exceeded our expectations and made for a memorable experience in the beautiful state of Vermont.
Superhost
Home in Waitsfield
5 out of 5 average rating, 4 reviews

FULL HOUSE w/HOT TUB - Waitsfield Common

LauraRating, 5 stars6 months ago
This home is beautiful, spacious and is surrounded by nature. The backyard had a huge deck with a tree lined backyard and you can hardly see the next neighbour. There are rolling hills and cows in the next pasture. So serene. The house has lots of room in the main area for our family, it never felt crowded. The kitchen looks better then the pictures, with a huge island and the entire house is fully stocked. You can tell this is not just a rental as it had more then we expected to live comfortably. She was also kind enough to bring us some baby items. The location is great as wherever you turn it's beautiful but also within driving distance to Stowe. The local towns are really cute too. Our family really enjoyed our time here.
Guest favourite
Home in Killington
4.94 out of 5 average rating, 117 reviews

Cozy Private House on Killington Mtn - Hottub

MeganRating, 5 stars2 months ago
This airbnb was even better than we expected! It is just minutes away from all the Killington lodges and the restaurants/bars in town. The house was extremely clean, easy to find, and perfect for a group of skiers. I highly recommend it for anyone looking for a beautiful, easy place to stay at Killington. Would love to stay here again next time we visit! Highly recommend.
Superhost
Home in Morrisville
4.92 out of 5 average rating, 12 reviews

Morrisville's Cottage Style Coziness

DianaRating, 5 stars13 months ago
Sherry's cottage was the perfect place for our family to view the eclipse from! The place was well-equipped with everything we needed and spotless. Would definitely stay again!
Guest favourite
Home in Warren
4.83 out of 5 average rating, 52 reviews

4 story 3BR 2BA sunlit house w/ gorgeous mtn views

TaraRating, 5 stars4 months ago
Very unique house with incredible views. Great location for getting outside, and had everything we needed. Was perfect for skiing and we would love to see this place in the summer!
Superhost
Home in Killington
4.8 out of 5 average rating, 59 reviews

Killington Chalet -Very Close To Slopes!

KellyRating, 5 stars3 months ago
Went here with a large group of friends for a skiing trip in Killington and the location and house was perfect for what we needed. Herb was extremely responsive to all questions and concerns we had, would absolutely recommend staying here if your a skier/border or are just trying to experience the area with a large group of people!
Top guest favourite
Home in Warren
5 out of 5 average rating, 14 reviews

LaFlame Chalet - 10 mins to Sugarbush

JohnRating, 5 stars1 month ago
We had a great stay at this cozy Airbnb. Looks exactly like the pictures and is a perfect size for group of friends or family. We brought a dog and had no issues at all. The hosts were very kind and even helped us with some car troubles after an unexpected snow storm. Would recommend and overall great stay!

Quick stats about house rentals in Roxbury

  • Total rentals

    20 properties

  • Nightly prices starting at

    £90 before taxes and fees

  • Total number of reviews

    680 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Washington County
  5. Roxbury
  6. House rentals