House holiday rentals in Dalton

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Popular amenities for house rentals in Dalton

House rentals with a pool

Superhost
Home in Wilmington
4.87 out of 5 average rating, 171 reviews

Adams Farm-"The Little Farmhouse"

Catherine (Lou)Rating, 5 stars4 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 favourite
Home in Hudson
4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

ChristopherRating, 5 stars3 weeks ago
Very enjoyable time here! Instructions, accommodations, and overall experience was perfect!
Guest favourite
Home in Rhinebeck
4.89 out of 5 average rating, 144 reviews

4Br Mountain Brook House on 130 acres w/ trails

AnnetteRating, 5 stars2 weeks ago
It was a fantastic house with a beautiful view. Plenty of space and we really enjoyed our stay. The property itself is absolutely gorgeous. Would definitely come back.
Guest favourite
Home in Hancock
4.94 out of 5 average rating, 32 reviews

Bougie B’s Mountainside Getaway

TheresaRating, 5 stars3 months ago
Absolutely beautiful space. Spotlessly clean. Full kitchen amenities plus a little coffee station. Fabulously comfortable beds and living room furniture. Deliciously soft towels. Just an overall great experience and peaceful stay!!
Guest favourite
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars3 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Guest favourite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars3 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***
Guest favourite
Home in Williamstown
4.89 out of 5 average rating, 218 reviews

Hollywood Bungalow in the Berkshires #C0191633410

JohnRating, 5 stars4 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 favourite
Home in Germantown
4.95 out of 5 average rating, 128 reviews

Hilltop modern with stunning mountain views

DaisyRating, 5 stars3 weeks ago
The house was beautiful and very family friendly. They greeted us with milk, orange juice and a carton of eggs in the fridge. They even had a selection of beer testers for my husband to try. We had an issue with the pool heater not turning on and both host were very helpful and responsive. I loved the hand drawn map guide they made me when I could not locate something ! They even got someone out there that same evening. Especially on Memorial Day weekend I was impressed on how quickly. I would definitely recommend this home to anybody and will go back if I’m ever in the area again.

Weekly house rentals

Top guest favourite
Home in Canaan
5 out of 5 average rating, 66 reviews

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

MichelleRating, 5 stars1 week ago
We had a wonderful stay at James and Lissy’s house! It was perfectly located for getting around the Berkshires. The house was clean, beautiful, and cozy. When we needed to communicate with James and Lissy they were incredibly responsive and helpful. Every year, my friends from high school and I meet up for a reunion in the Berkshires (we have been doing this annually), and the hope is to stay in this very Airbnb next year, if possible/ available! It was an exceptional Airbnb experience!
Guest favourite
Home in Lanesborough
4.97 out of 5 average rating, 67 reviews

Cozy Cottage in Berkshires: Minutes to Jiminy Peak

JasperRating, 5 stars4 months ago
As soon as I entered I contacted Anne-Marie and said it is exactly what Airbnb should was when it started—a family home that we were able to stay in. It was cozy and homey and everything was very clear and easy to use. Both Anne-Marie and Patrick were friendly and professional. The location is great as it straddles North and South Berkshires. One night we are in Williamstown and another in Lenox. Both were right along route state route 7. You are also right next to fantastic skiing at Jiminy Peak or Mount Bousquet.
Guest favourite
Home in Hinsdale
5 out of 5 average rating, 16 reviews

Berkshire Cabin by Lake Ashmere

Maria GabrielaRating, 5 stars8 months ago
Paul's house was everything I needed for a quiet weekend with the kids. The house is cozy, easy to keep organized, and well lit. The view of the lake is the cherry on the cake. The backyard is huge, so my kids had plenty of time to play outside. The neighbors are very nice and quiet. I've never slept in a house as quiet as this one. Paul is very kind and helpful. I will definitely be back.
Guest favourite
Home in Becket
4.96 out of 5 average rating, 26 reviews

New Shaw Pond Skytop Retreat in the Berkshires

NancyRating, 5 stars5 months ago
We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).
Guest favourite
Home in Pittsfield
4.95 out of 5 average rating, 78 reviews

BB's Central Berkshire Home

KateRating, 5 stars1 week ago
Our company stayed at Deborah and Ashley’s for 10 days and we had a wonderful stay. We were incredibly comfortable and there was enough room in the house to find separate work space as well. Highly recommended would stay again and D and A were fantastic at communication. 5+!
Guest favourite
Home in Adams
4.92 out of 5 average rating, 59 reviews

Mount Greylock View Retreat,3 bedroom,2 1/2 bath.

StewRating, 5 stars1 week ago
We had two large dinners at Jay's house and it was perfect for hosting 22 people. THe beds were comfortable, there were all the knives and kitchen gadgets we needed to serve dinner to 22 people two nights in a row. The property is beautiful: lush and green.
Guest favourite
Home in Guilford
4.92 out of 5 average rating, 49 reviews

Vermont Mirror House

GeorgeRating, 5 stars1 week ago
I was planning on my proposal and wanted somewhere special. The window house was exactly that. Private, peaceful, super clean, amazing views and wildlife. Taylor and Marla were EXTREMELY good at communicating and getting back in a timely manner. If you and your significant other are looking to get away, this is the place. It’s sublime.
Guest favourite
Home in Becket
5 out of 5 average rating, 54 reviews

Berkshires! Canoe Use, HOT TUB, Private

JonasRating, 5 stars1 week ago
Memorable stay in The Berkshires! Nicole's place was cozy and welcoming a great place to relax and unwind after long days of sightseeing and shopping. At night the backyard would be lit by the soft glow of string lights and made for the perfect scene to end every day in the hot tub.

Private house rentals

Top guest favourite
Home in Canaan
4.96 out of 5 average rating, 55 reviews

Private Retreat: Hot Tub! Movie Room! Pool Table!

BethRating, 5 stars1 day ago
We had a wonderful time and this house is completely amazing. There is absolutely nothing missing! When Tiffany said, "all you need to bring are clothes" she wasn't joking. The person who designed the house was a genius with the master bedroom on one side of the house, the 2nd bedroom on the other side and the 3rd on the 2nd floor. Privacy inside as well as outside. It was a hiking trip for the family and included Kennedy Park, Olivia Outlook and the Great Monument Mountain. After spending the day hiking, the hot tub, playing pool and watching a movie in the theater just ended a perfect day. We didn't realize how close we were to MA and it was bonus to explore Western Mass as well. Thank you Tiffany for sharing your home with us.
Guest favourite
Home in Pittsfield
4.88 out of 5 average rating, 32 reviews

Berkshire Lakehouse - 3 bedrooms - sleeps 5

JamesRating, 5 stars3 weeks ago
Wonderful place on the lake with a great host. Janice was very responsive, offered an early check-in and set up a baby gate. Great place for dogs and kids.
Top guest favourite
Home in Hillsdale
5 out of 5 average rating, 51 reviews

Cambridge Hill Farmhouse - Sauna - Swimming Pond

janetRating, 5 stars6 days ago
This was a perfect vacation home for our family trip. Spacious house with beautiful indoor and outdoor spaces, a well equipped kitchen, luxurious and extremely comfortable furnishings and a location that makes visits to surrounding charming towns so easy.
Top guest favourite
Home in Williamstown
4.97 out of 5 average rating, 36 reviews

New Berkshire home - 3 bed, 2.5 bath w/views

MichaelRating, 5 stars3 weeks ago
2nd year staying there. Trina is great and as usual the house was perfect! we'll see you next year!
Guest favourite
Home in Stamford
5 out of 5 average rating, 35 reviews

Comfortable Entire Farmhouse close to North Adams

ElisaRating, 5 stars4 days ago
We had a lovely time at Maura’s house! Maura was friendly and responsive and clearly loves to share this beautiful area with guests. The house was spacious and well kept. (I would note for those who might mind that there were some family photos, magnets, etc. up, but that didn’t bother us at all!) The house is about 10 minutes from Mass MOCA and less than 20 minutes to Williams College.
Guest favourite
Home in Lanesborough
5 out of 5 average rating, 66 reviews

Cozy farmhouse @ the gateway to Mt Greylock/Jiminy

BrianRating, 5 stars5 months ago
We had a great time staying here for a quick family ski weekend. The house was perfect for the 4 of us and only 10 minutes from Jiminy Peak.
Top guest favourite
Home in Saugerties
5 out of 5 average rating, 23 reviews

The Slate House | Modern Upstate Retreat w Hot Tub

DeniseRating, 5 stars6 days ago
Beautiful home in a beautiful location! Great experience!
Guest favourite
Home in Adams
4.91 out of 5 average rating, 33 reviews

Golf House by Mt Greylock - Walkable Adventures!

RodahRating, 5 stars1 week ago
Just felt like home, huge space Micheal’s communication was just on point we had aloot of fun with my family everything was on point from the rooms to the kitchen just in point.

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