
Holiday rentals in Big Pond
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Top-rated holiday rentals in Big Pond
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Big Pond
Guest favourite

Home in Becket
4.96 out of 5 average rating, 81 reviewsNerd Preservation Sanctuary
IlanaRating, 5 stars1 week ago
My husband and I loved our stay at this house. It checked all our boxes. It was clean, spacious, had a comfortable bed, plenty of hot water and a barbecue grill. It also came with lots of personality. We ate breakfast at the local country store/cafe called Sherwood Forest most days. It was a great place to relax and enjoy the peaceful surroundings.
Guest favourite

Home in Becket
4.96 out of 5 average rating, 26 reviewsNew 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).
Top guest favourite

Cottage in Otis
5 out of 5 average rating, 17 reviewsLake Escape: Lakefront Cottage in the Berkshires
JeanneRating, 5 stars8 months ago
My husband and I had a wonderful stay. The cottage was clean and comfortable. The hosts thought of everything and made us feel right at home. We could not have been more pleased and would highly recommend this property.
Guest favourite

Tiny home in New Hartford
4.91 out of 5 average rating, 53 reviewsWest Hill Outpost
JessicaRating, 5 stars3 weeks ago
My boyfriend and I really enjoyed our stay. Everything was exactly like in the photos. It felt very clean and new for also staying in a quiet rural area. Michael was very communicative and helpful— even down to warning about some potholes on the road! It was a great relaxing getaway from the city and we enjoyed the house and area very much. For such a small space it had everything you could need and more.
Guest favourite

Home in Otis
4.96 out of 5 average rating, 28 reviewsHome In Otis
KarenRating, 5 stars2 weeks ago
Wow! This place was perfect for a weekend getaway. The house is beautiful and was perfect to hang out in even during a rainy weekend. It was very clean and accommodated our group. The kitchen had everything we needed to cook dinner. The games upstairs were a nice little add on. I really only have great things to say about this rustic cabin retreat. We all loved it and I would definitely stay here again. We weren’t able to go to the lake because of the weather but we still made do with some of Jared’s games! The host was quiet but we didn’t need him because he had great step by step directions! Thanks again Jared for a cozy spot for my twin and I to relax and celebrate our 34th birthday.
Top guest favourite

Farm stay in Worthington
4.97 out of 5 average rating, 34 reviewsLike sleeping on a cloud
MichelleRating, 5 stars3 days ago
Cloud 9 Farm was as beautiful as Kimberly described. The view from the porch is something everyone should see. If you are looking for peace and quiet in the woods of Western Massachusetts than this is the place for you. The old, 1867, Farm House, that has been beautifully restored for our modern world is the kind of place everyone thinks about when they think "old farm house". It is beautiful, comfortable and completely as described. Will definitely come back. Thanks Kimberly, Karen and I had a great visit.
Top guest favourite

Cabin in East Nassau
5 out of 5 average rating, 46 reviewsLuxury Cabin | Breathtaking Views & Outdoor Fun
ChristineRating, 5 stars4 days ago
The space is luxurious and stunning even more beautiful than the photos, so thoughtfully designed and really helped us feel at home at once. Matt and Sarah were so helpful whenever we had any questions. We had such a relaxing stay and feel so grateful to have been able to enjoy the space!
Guest favourite

Home in Guilford
4.92 out of 5 average rating, 49 reviewsVermont 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.
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