
Holiday rentals in Milton
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Top-rated holiday rentals in Milton
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Popular amenities for Milton holiday rentals
Other great holiday rentals in Milton
Superhost

Apartment in Plymouth
4.77 out of 5 average rating, 154 reviewsClear Pond Pet Friendly Inn
NicklausRating, 5 stars4 months ago
Friendly host! Allowed us to bring our 4 little dogs! Hard to find a host that will allow this. Clean and peaceful property.
Superhost

Cabin in Plymouth
4.82 out of 5 average rating, 1,023 reviewsTraditional Log House Near Cape Cod/Boston
AbbeyRating, 5 stars3 weeks ago
Garrett was a great host! He was very responsive and provided detailed instructions for us to follow. The house was soo spacious and the area was very private and open. Would absolutely stay again and or recommend to a friend. Thank you Garrett!
Guest favourite

Cottage in Stow
4.95 out of 5 average rating, 167 reviewsWhite Pine Cottage
JenniferRating, 5 stars3 days ago
My friend and I stayed here for a short weekend getaway and really enjoyed our stay! The area is peaceful and quiet and the home is full of cozy spots to read and relax. We had everything we needed and felt right at home.
Guest favourite

Flat in North End
5 out of 5 average rating, 5 reviewsBeautiful and spacious lovely home
DonnaRating, 5 stars2 weeks ago
Paula was an amazing host. She was extremely flexible and attentive. The property was immaculate almost if it was brand new. The kitchen was truly fully stocked which was helpful as we did cook a few times during our stay. Linens were clean and comfortable. Tons of sleeping space for individuals where they don't have to share a bed. Can't wait to come back! Minutes from train station and downtown Providence.
Superhost

Flat in Brighton
4.85 out of 5 average rating, 26 reviewsThe Curie-Perfect for Monthly Stays
JbRating, 5 stars2 months ago
Such a cute location - very unique communal spaces to hang out. Very comfy mattress and it’s nice they provided the things to cook and shampoo/cond and things to do laundry
Superhost

Flat in Downtown Boston
4.76 out of 5 average rating, 37 reviews(42L2) Celtics, Bruins! Lets GO!
EmilyRating, 5 stars3 weeks ago
We were fortunate to find this place to stay at when my husband and son came to see the Celtics this weekend. It’s literally in the back yard of TD Garden. The cute little old building is in surreal contrast to its surroundings. It’s an easy walk to the North End; we grabbed a pizza from Regina’s. A Star Market with completely reasonable grocery prices was right there. It felt safe. The beds and down comforters were cozy! And the 12pm checkout was easy, even with this Sunday being daylight saving time. Thanks!
Guest favourite

Home in Gloucester
4.91 out of 5 average rating, 121 reviewsGloucester Beach House, near Good Harbor Beach!
TashaRating, 5 stars3 months ago
Our stay at the Gloucester Beach House was great. It is a nice walk down to Good Harbor Beach, The Common Place Market and the neighborhood is peaceful. Its about a 10-minute drive to anywhere you want to go in Gloucester. Diane was responsive with any communication we had with her, and stayed in contact with us throughout the trip. We were grateful to be able to check in early after traveling all night to rest before beginning our trip adventures. For anyone interested, the Rhumb Line currently offers live music every night and its a variety of music. We went there several times and the musician's were top notch, and this is a place where the locals gather. We ended up visiting with friends and family and looking forward to another trip out to explore more of North Shore! Thank you so much for the wonderful home and stay.
Top guest favourite

Guest suite in Gloucester
4.98 out of 5 average rating, 423 reviewsSplashLanding Private Beach Getaway in Gloucester
DanRating, 5 stars1 month ago
Thanks for sharing your gem of a location with us; shoveling out our car the day after the gale was so kind, as were the warm cookies you dropped off for us as the storm passed.
Quick stats about holiday rentals in Milton
Total rentals
130 properties
Nightly prices starting at
£23 before taxes and fees
Total number of reviews
4.6K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Destinations to explore
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- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- Brown University
- Sandwich Glass Museum
- Onset Beach
- New Silver Beach
- Sagamore Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Scusset Beach
- Goddard Memorial State Park
- Prudential Center
- Symphony Hall
- Isabella Stewart Gardner Museum
- Oakland Beach
- Phillips Beach
- Museum of Fine Arts, Boston
- Pinehills Golf Club
- Hampton Beach State Park
- Roger Williams Park Zoo
- Cranston Country Club