
Vacation rentals in Big Pond
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Top-rated vacation rentals in Big Pond
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Guest favorite

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.
Top guest favorite

Home in Otis
4.98 out of 5 average rating, 61 reviewsModern Berkshires Cottage w/ AC and Gas Fireplace
RamonRating, 5 stars1 month ago
If you are looking for a place to relax and enjoy a peaceful family time, don't hesitate and book Annette's place now. You will not regret it! The place is located in a peaceful location and away from the busy city/suburb life. The home was very clean and smoke free. Kitchen was spotless and had all the utensils, cooking pots/pans, small appliances that a family would need. The home easily accommodated all 7 of us and could have accommodated up to 10 people comfortably. Though we were not able to spend most of our time at the home, we definitely wished we had more time to just hanging out at the place. Annette was very responsive to our requests and went out of her way to "greet us & my daughter" in her own special way. Thank you, Annette. If we ever come back out there, we will be reaching back out to you. My daughter's friends were very happy with how the home was able to accommodate all of them. Again, if you are looking for an awesome place to stay - Book Annettes Now
Guest favorite

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 favorite

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 favorite

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 favorite

Cabin in Colebrook
4.94 out of 5 average rating, 95 reviewsRustic Cabin+ Private Beach Pond, Stars & Wildlife
EdwardRating, 5 stars2 weeks ago
Amazing cabin!! My third visit. Was there with friends for fishing and I love the cabin so much that I booked my anniversary weekend and my wife is also in love with the property. Relaxing Birding Fishing Kayaking Fire pit Romantic This place has it all! Book it now! You won’t regret it!
Top guest favorite

Farm stay in Worthington
4.97 out of 5 average rating, 34 reviewsLike sleeping on a cloud
MichelleRating, 5 stars2 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 favorite

Cabin in East Nassau
5 out of 5 average rating, 46 reviewsLuxury Cabin | Breathtaking Views & Outdoor Fun
ChristineRating, 5 stars3 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!
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