
Pet-friendly holiday rentals in Milford
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Top-rated pet-friendly home rentals in Milford
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Pet-friendly house rentals

Secluded 2 Acre Lake Front Home!
Beautiful place. We caught fish off the dock. Loved sitting in the kitchen,catching up with friends.

Renovated 2 Bed Private Vacation Home near Newport
Great place! Very spacious and clean. Matthew was also very accommodating and provided us with very helpful instructions about how to get in, where things are, and wifi log-in info. The backyard and frontyard were also great for our dog to explore around. We really enjoyed our stay and would definitely come back another time.

Cozy Lighthouse View & Bike Path only 10min to Pvd
Thomas was an excellent host! He lets us check in slightly early and checked in on us to make sure everything was in working order and we were comfortable. The house and property are absolutely breathtaking and everything was squeaky clean, the garden he keeps was incredible and so was the view. I really appreciated the ice cream in the freezer and the abundance of clean towels:). 11/10 definitely recommend for anyone looking to stay in the area and is looking for a clean, quiet, comfortable, and gorgeous place.

Peaceful lakeside retreat
I booked the lakehouse for 4 nights to celebrate our daughter’s birthday. It was the perfect and relaxing celebration which was what we needed. The lakehouse was so beautiful, so quiet, peaceful, cozy and so relaxing. We just felt right at home. The instant we walked in and saw the view of the lake from the kitchen and living room we felt so relaxed right away. The home had everything you needed and was great place to unwind and relax. It was so clean, pristine and had all the necessities you needed. The home was decorated nicely showing their travels which we loved. The beds were so cozy, nice and comfortable, it felt like it hugged you. They had an office room that had a bed which was perfect for me to work from. We loved the lakehouse so much that we were sad to leave. But we will definitely be back. Haley was great, no wonder she is a superhost. She was so accommodating, responsive and so friendly. Thank you Haley for a great stay. We can’t wait to come back again.

Pretzel Factory Loft w/Peloton
We had a fantastic stay and loved the local neighborhood. It is super easy to walk a few minutes to the T to get into Boston. We had all adults, so it was great to have lots of space to spread out and each have our own bathroom. Bedrooms are all upstairs. Be aware that there are lots of stairs, if mobility is an issue. There is a train that runs directly behind the house. It is loudest in the basement bedroom. This wasn’t an issue for us, as we are used to noise at home, but if you are sensitive to sound, bring earplugs for sleeping. The kitchen was well-equipped and there are so many fun toys if you have little ones. The area is very safe and easy to walk to restaurants and cute little shops. Mike and Anna are great hosts and very responsive to any needs or questions. Beds were comfy and everything we needed was at hand. The neighbors were also very friendly when we were out strolling. The home is very homey and well-decorated—not like the usual cookie-cutter-style of most rentals.

Absolutely Gorgeous 3 Bedroom Close to Boston
We were very comfortable as a 3 generation family. Thoughtful details and clear instructions were very helpful and appreciated.

3 BR -no guest fee-cozy beach house- near newport.
Jason’s place was perfect, very clean and had everything you need. He was proactive and very helpful. Gave us great recommendations for things to do and food in the area. Would have loved to stay longer. Will definitely stay again next time we are in Newport.

Little House Inn - Brimmy - Private Home
We were on the way back home from Acadia and were highly pleased with our decision to split up the drive with a night at Cheryl’s place. Perfect landing place for families with kids, as ours instantly went to town playing in the bedroom, which was packed with all sorts of fun options. It is cozy and feels very much like home. Old Sturbridge Village was a short drive the next day and fascinating itself. Very welcoming and affordable option for families!
Pet-friendly home rentals with a pool

the house of id; vintage shop, accessible space
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!

Triggers Cabin
Triggers cabin was what we needed…little to no cell reception but it was so nice being able to disconnect especially for the kids. My husband has a great time fishing in the pond, the kids were able to run around, seeing all the wildlife especially the otter playing in the pond (so amazing!!). If you are looking for a relaxing getaway…this is by far the spot to go! Carol was friendly and showed us to where the cabin was. She was responsive when we needed her.

Summer Home near TreeHouse Brewery | Private Pool
We got married at a venue about 15 minutes away so we stayed here with our bridal party and the size was perfect. Everyone slept comfortably, we still had plenty of space. The neighborhood is quiet and the location is still close enough for us to enjoy exploring Sturbridge. Michael was responsive and honest with any question I asked!

Cozy Private Suite halfway between Cape & Boston
My stay was comfortable and met my expectations. I’d come back the next time I’m in the area!

Rustic Cabin in Campground
The check-in process was so smooth and finding the place was super easy! The house was absolutely gorgeous and accommodating for us to stay the night. We wished we could have stayed to enjoy the amenities that were part of the campground! The location was perfect for us to be able to go to our concert the night of check in! We will definitely be back in our future travels!

Modern Space With Pool Close To Singing Beach
We stayed for three nights to visit the surrounding Cape Ann area. Ian’s place was fabulous - private, spacious, and fully equipped with amenities including a BBQ stove by the pool. Space is larger than the pictures looked like and furnitures were of high qualities. Highly recommended for anyone travelling in the area!

Luxe Serene 1BR 15 min from Boston with Gym & More
Love this apartment. We’ve stayed here several times. Highly recommend!

Get comfy in the country!
Fabulous property, lots of peace and quiet in a pastoral setting. Being able to interact with the horses and cows was the highlight of our stay! The pool was clean and so nice and refreshing, perfect for taking a dip after a day of sightseeing in the area. Lots of coffee shops and ice cream shops nearby, something for everyone in the family! The host was very communicative and helpful. A 10/10 experience and we definitely would return!
Private, pet-friendly home rentals

Two-Bedroom Apartment
Charming old home with all the necessities. Loved everything from the squeaky floors, to the pull chain lights. An amazing library of books, too. A bit noisy outside with city traffic but if you’re used to that then you should be fine. Would definitely stay again.

Carriage House Guest Suite
We really enjoyed the quiet and peacefulness of the guest suite. Being in the countryside was a big plus for us. The hosts were lovely and available if we needed anything. We truly had everything we needed in their comfortable little guest house.

Studio in Ashland Massachussets
this little studio was absolutely perfect. it have everything we needed & more. there was plenty of linens, pillows, and comfy sleeping quarters. I would stay there any time I was in town. Talita was responsive every time I sent a message. easy in & easy out. beautiful little place.

The Plant Haus
This was our second time staying in Quontay’s home, and, like the first time, we loved our stay! Her home is beautiful and clean, with beautiful plants and paintings everywhere. The vibes are immaculate. It was the perfect place to stay for our night out in Canton. We highly recommend!!

Large One Bedroom Apartment
I had a great experience with our stay. It was spacious and a perfect getaway. Would definitely stay again or recommend to anyone I know.

Updated Vintage Bungalow with Incredible Views
Wonderful place, beautiful lake view. Such an amazing place to retreat. Birds and animal life all around. Absolutely recommend.

Lakefront Beauty with Hot Tub
I worked hard to feel like I was a good guest. Sarah told me I went above and beyond by the many cleaning tasks I undertook, triggered by my boyfriend getting cut by glass on his foot trying to fold towels. That does not take away from Sarah or the property as a whole, because I believe these were overlooked tasks by the cleaning crew and therefore maintenance staff were unaware of it. It was almost immaculate until I started realizing that it was not as as tip top as the standards of cleanliness at “Top down housekeeping”, who’s owner and staff are thorough, honest & flexible with pricing.

Pet friendly well equipped cottage w fenced yard
Very cozy and clean, had a great stay here. Donna and her husband were quick to respond when we had trouble with check-in and got us in right away.
Quick stats about holiday rentals that are pet-friendly in Milford
Total rentals
20 properties
Nightly prices starting at
₹6,907 before taxes and fees
Total number of reviews
440 reviews
Rentals with a pool
20 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- Easton Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Museum of Fine Arts, Boston
- Oakland Beach
- Quincy Market
- Bunker Hill Monument
- South Shore Beach
- Fort Adams State Park
- Second Beach
- Goddard Memorial State Park