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

Rocky Hill, CT~ Cozy Waterfront Home, With Hot Tub
My family and I traveled from MA for a wedding with my 5 year old nephew and dog and were looking for a home that would fit the needs of a child and dog and this home was perfect in every way! It was clean, great location and safe! Liza is an outstanding host and I cannot thank her enough for being such an amazing host!!

Balmville Mid-Century Gem & Work From Home Retreat
We enjoyed our stay. We felt very much at home, as the house was very clean and very well equipped with everything we needed, and more. We especially loved the heated bathroom floors! I would highly recommend this house to others. The host is very responsive.

Modern Upstate Gem Surrounded by Trees | Hot Tub
I had a wonderful stay at this beautiful modern home in Wallkill, NY. Tucked away on a quiet street with plenty of privacy from the surrounding trees, it felt like the perfect escape from the city. My favorite part was the open-concept kitchen and living area, with expansive windows that made it feel like I was immersed in nature while still enjoying the comfort of being indoors. It was the ideal space to rest, relax, and recharge. If you're looking for a peaceful getaway, I highly recommend this home!

Cape on the Water
We had a wonderful stay at this beautiful home. Everything was just perfect – from the clean and cozy space to the peaceful surroundings. You can tell how much care and thought went into making guests feel welcome. I would absolutely stay here again and highly recommend it to anyone looking for a relaxing and charming place to stay.

North Salem Home with Pool & Great Yard
Exactly what my family needed for a quiet getaway from the city. The huge yard and quiet surroundings were a blessing. Made friends with the woodpecker while enjoying a cup of coffee on the patio :) The house is well equipped and kept immaculate. the weather helped in allowing us to both enjoy the warmth of the fireplace, while also enjoying the hammocks. We loved our stay so much that we extended our stay by three days. Susan is a great host and is very thoughtful and friendly. I highly recommend this home to anyone ! Looking forward to coming back.,

Westport Gem - walk to shops, dining, town center
Really enjoyed our stay at this property. It was extremely clean and cosy and I especially loved the kitchen. They thought of everything you might need and made sure it was available. The garden and deck were lovely but unfortunately we didn't get to use due to the weather. The location is just perfect and very close to Westport shopping area which was full of beautiful shops and restaurants. I particularly loved that the host was so responsive and flexible and really tried to make everything easy for us. Would definitely stay here again.

1834 Farm House
Wonderful spot in Cold Spring! Very near the town center, trains, and lots of hiking trails in the area, but private and tucked away. Was a perfect spot for a group of 6. Highly recommend.

Historic 1873 Farmhouse Near Vineyards & Orchards
We spent the weekend at this amazing farmhouse and didn’t want to leave—seriously, we were this close to moving in. Mark and Whitney were absolute gems of hosts, making us feel instantly at home with everything we could possibly need. The vibe? Retro charm meets cozy comfort. The kitchen counter was so long and inviting, it became my hangout spot whether we were cooking or just chatting. My daughter claimed the little lounge outside the second bedroom as her study nook, our family friend took over the artsy fashion studio room, and my wife fell in love with the living room—aka the evening chill zone. We shared family-style dinners in the dreamy dining area, melted into the comfiest beds ever, and just when we thought it couldn’t get better… enter the old-school record player. Dropping the needle on vinyl while we lounged around? Pure, unexpected magic. The whole place had this nostalgic, feel-good energy that made the weekend unforgettable.
Pet-friendly home rentals with a pool

Tranquil Cottage in the Country
Pictures don’t do justice! Craig’s place was lovely, from the amazing kitchen to the spacious living room and the outdoor patio. For a group getaway this is the perfect place. Would stay here again in a heartbeat!

Enchanting Upstate Cabin w Pool, Firepit
Had a wonderful stay at this beautiful house! The hosts are super responsive when we had to message them and they were also super nice! They gave lots of recommendation on what to do in the area, places to eat, etc.! Would definitely recommend for a friends and family vacation :)

Charming apartment with breathtaking view!
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

Pool opens 5/23! Huge, Eclectic… 1.5 hr to NYC!
The place was much bigger than the photos and we enjoyed the stay! especially the indoor fireplace and the house is beautifully decorated. Blake was a great host, she did a quick tour of the place when we arrived and gave us some flexible check out time because of the weather/road condition (thank you!) even though we left just before the check out time. Overall, it was a wonderful stay :)

Eco Cottage in the Woods
Upon entry, my architect husband said "Cute Cottage; Susan you did it again." Plenty of room for a couple in their mid-seventies, and a Millennial daughter. The cottage is very well insulated such that I didn't have to run the heat except for fifteen minutes at bedtime in mid-October, yet there is a big south-facing sliding door in each of the rooms where the sun and moon shines through. Beautiful woodland falls away from the cottage and small patio beyond the sliding doors, and moonlight is magic on all the leaves. If we had more time we would have investigated the many books in the shelving. We will find excuses for coming back to the area and will stay here again.

Modern Upstate Cabin, near Rhinebeck NY
Tina’s place is fabulous. The modern decor and architecture is beautiful. The location is peaceful and the fenced in yard was amazing; our dog loved roaming around and exploring. The outdoor space is great for grilling and sitting around the fire pit. We especially loved the kitchen. It is fully appointed and the kitchen island is incredible for prep and serving. The washer dryer combo was an excellent touch and we were able to do a couple of quick washes so that everything was clean and ready to unpack at home. Saving the best for last; the soaker tub in the master bedroom is luxurious and relaxing. Thank you, Tina. We can’t wait to visit again soon.

Stunning Views, Bucolic Bliss in 1790s Farmhouse
This wonderful antique home is in a Beautiful spot in the heart of Litchfield CT, and a delight early spring when the fields of daffodils awake! This unique 1793 house has a great view & sunset, fireplace, simple spa/gym making it a gem even when the pool is closed. Nearby the town with lots to offer and local farms for food shopping too. What’s not to love 💛 Bonus is a great host offering a home that is in touch with the realities of rentals, pets and people -not picky, precious or punitive. Happy to recommend and return! Thank you Elizabeth!

Quiet 2 bed room apt w/ private entrance.
The location was great and a nice place to walk. Lots of stuff to see and do that’s not far away. We would come again.
Private, pet-friendly home rentals

Mountain Ridge Retreat Getaway
Our stay at Stephen's home was truly amazing. We thoroughly enjoyed the beautiful property and the excellent amenities provided. The home was very spacious, and my family particularly loved the open concept living room and kitchen, which allowed us to easily connect and enjoy each other's company. I would highly recommend your home to anyone seeking a peaceful getaway with a serene outdoor space. Thank you for a wonderful experience.

Cozy Family and Pet friendly 3 br Home
We stayed at Ryan's place while visiting family in the area over the holiday weekend. The place was comfortable and clean and the bonus of being able to bring our pups was the best part. The dog park down the road was amazing and the locals were very friendly. The location was great, very convenient to shops, grocery store, gas etc. Overall we had a great time. Thanks again, Ryan!

Mountaintop Skyloft
The loft was lovely: fireplace, large balcony, view down the mountain, TV with airplay support, kitchen, etc. the surrounding was quiet and peaceful. The host was responsive and very friendly. Would recommend to others.

Lilac House- It's for the Birds
Loved our weekend at the Lilac house and cannot wait to get back up here another time. Kathy was extremely responsive and helpful with any questions we had. The house sits off in a quiet setting, but so easy to get down to Woodstock and other attractions near by. The house was stocked with pretty much anything you can think of. Our favorite part was the hot tub and fire pit. 10/10 Kathy! Thank you again for the lovely stay.

Private and Serene home close to I-84 and shopping
Saverio’s place was just as listed. We needed a place to stop and rest for the evening and his place is just what we needed!

Lovely 2 bed, 2 full bath. & private yard getaway
Spacious, dog-friendly house. Went with two dogs, and they loved the backyard. Super close to hiking — as close as across the street. We had a great time. Hosts were super responsive, and check in was very easy.

2 bedroom / Office - HEPA Air Purifier
Orna was so welcoming and easy to communicate with. The apartment is cozy and well appointed. We were visiting our daughter and family for Thanksgiving. They recently moved to Kingston . Great location! This would not affect most people, but my 90 year “young” dad was with us, so the old fashioned tub/shower was a bit of a hazard for him. Really a gem of a place if you are traveling through or visiting loved ones in Kingston.

Eclectic 2 BR, 1 Ba apt w/Free Off-Street Parking
Stayed here for about a month and felt right at home with spacious rooms and lots of amenities provided, being 20 degrees in winter the apartment stood very warm and clean and it was a wonderful place to call home for 30 days. Kisha was very helpful and responsive when I needed to communicate and she’s very kind. If I’m ever near the area in the near future I would definitely book here again no hesitation! Thank you!
Quick stats about holiday rentals that are pet-friendly in New Milford
Total rentals
60 properties
Total number of reviews
3.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Destinations to explore
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- Fairfield Beach
- Rye Beach
- Yale University
- Rye Playland Beach
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Walnut Public Beach
- TPC River Highlands
- Rye Town Beach
- Seaside Beach
- Sunken Meadow State Park
- Woodmont Beach
- Taconic State Park
- Jennings Beach
- Thunder Ridge Ski Area
- Rockland Lake State Park
- Marvin Beach
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Brotherhood, America's Oldest Winery
- Oakland Beach
- Stehli Beach
- West Beach
- Calf Pasture Beach