
Holiday houses in Middlesex County
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Top-rated holiday rentals in Middlesex County
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Guest favourite

Private room in Concord
4.94 out of 5 average rating, 126 reviewsCharming Brick Cape near Walden Pond, Concord, MA
MaryRating, 5 stars1 month ago
Karen's home is lovely and well situated in a peaceful tree-lined neighborhood close to all the historic sites in Concord. The bedroom is spacious, comfortable, clean and beautifully appointed. Karen and Brook were very friendly and welcoming hosts. We enjoyed our stay -- and the chance to walk to beautiful Walden Pond.

Cottage in Concord
4.65 out of 5 average rating, 54 reviewsTranquil Waterfront Retreat
AmandaRating, 5 stars3 weeks ago
We stayed here during our sisters law school graduation in Boston. It was the perfect location for us as we are outdoorsy and have our dog! My husband enjoyed the pond, did some fishing and we went out on the pond in the canoe! Beautiful area, walkable for the dog. We spent several mornings walking around the neighborhood. Short drive to Boston and it was away from the city traffic. The stairs were a lot, but we are young and in shape so we had no issues with it. Just be careful at night. The cottage had a keurig and small coffee pot which was perfect for us. No TV but it’s so peaceful, we read books and enjoyed the sounds of the water and the birds. Would stay again if we were in the area.

Condo in Acton
4.68 out of 5 average rating, 68 reviewsLovely 2 bedroom apartment, easy access to Boston
TaraRating, 5 stars2 weeks ago
Amber so graciously hosted my wedding planners for my wedding. She was so communicative throughout the check in and made sure they were all set. I would definitely recommend staying there to others. Thanks Amber!

Guest suite in Worcester
5 out of 5 average rating, 4 reviewsQuietRelaxing,Pvt Bath+Kit,nr480acrePark WPI UMass
ChaitanyaRating, 5 stars2 weeks ago
Julia's place is good, and Jamie helped us enjoy our visit. While the room is small, there is place outside and nearby park is gorgeous.
Top Guest favourite

Private room in Leominster
4.94 out of 5 average rating, 104 reviewsPrivate Leominster 3rd Floor Apartment
RajniRating, 5 stars2 weeks ago
I love Lenny’s Place and I’m so happy I found it. Lenny and his family are beautiful and good people. Lenny’s Mom Maria made me a beautiful dinner one evening I had asked for more towels and came home to find the towels and dinner. I grew up in Leominster but I hadn’t been back in 41 years. This was perfect for me and very close to town a 10 minute walk and a very short walk to Barrettes Pond right down the St. I used to swim there as a child. The surrounding area is stunning very green and many maple trees.
Guest favourite

Private room in Northborough
4.95 out of 5 average rating, 158 reviewsSwan Home with warm vibes - Guest BR & Pvt Bath
PeterRating, 5 stars1 week ago
Very nice place to stay. Quiet and peaceful. Hosts are friendly and responsive to any needs.
Top Guest favourite

Private room in Westborough
4.98 out of 5 average rating, 749 reviewsElegant Rooms in My Antique Home
MattRating, 5 stars3 weeks ago
An awesome place for us to stay after moving to Worcester! Cute and comfortable. Philomena was incredibly responsive and accommodating for our late check-in. Extremely comfortable & private accommodations.
Guest favourite

Private room in Billerica
4.85 out of 5 average rating, 363 reviewsBedroom and sitting room in Lakeside Home
ElannaRating, 5 stars2 weeks ago
Carols place is a hidden gem. It was such a peaceful space to rest our heads at night, and it was an absolute joy to wake up to the sounds and view of nature. We would come back in a heartbeat.
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- Hampton Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- Brown University
- North Hampton Beach
- New England Aquarium
- Monadnock State Park
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Roger Williams Park Zoo
- Prudential Center
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Bunker Hill Monument
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