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Pet-friendly holiday rentals in Middlesex

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Middlesex pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Fairlee
4.96 out of 5 average rating, 505 reviews

Cozy Bow House Perched in Trees w/ Hot Tub & View

EmilyRating, 5 stars3 days ago
This airbnb was very relaxing and comfortable, it felt like home away from home. Jennifer's amenities were awesome and the beds were super comfortable
Guest favourite
Home in Barnard
4.99 out of 5 average rating, 146 reviews

The Looking Glass, a modernistic escape

SandyRating, 5 stars2 weeks ago
Overall we very much enjoyed modern rural space. Kiss the Cow farm about 5min drive was amazing& we got most all main food there w/ additional items from Barnard General Store. Spices/ cookware were very good - we brought nonstick pans& 1 knife to supplement. Plenty bowls, measuring cups/spoons, maybe a set of tom collins glasses would be nice albeit stemless wine and rocks glasses available. Needs garlic/onion powder. Tub was amazing/ upstairs bathroom a true getaway/ relaxing space. It was as pictured albeit note spiral staircase &open grated flooring upstairs. Plenty of windows albeit not much cross breeze so think ahead if bring own fan and/or start A/C before get too warm. I would say you must have an SUV year round for this rental - surrounding roads/ driveway are a good distance on rough dirt/gravel - traversable yet a sportier car with low profile tires/ ground clearance would not work. We enjoyed simply walking driveway& East Barnard Rd. Barnard Inn restaurant worth it.
Guest favourite
Home in Stowe
4.98 out of 5 average rating, 159 reviews

Spacious Eco-Friendly Stowe Home for Family Fun

JohnathanRating, 5 stars3 months ago
A beautiful Stowe getaway. The house has beautiful views of Mt. Mansfield, boasts plenty of space, and is in a great location relative to town.
Top guest favourite
Home in Newbury
4.98 out of 5 average rating, 164 reviews

Wright’s Mountain Retreat with Sauna

NatalieRating, 5 stars2 days ago
We loved spending our time in Vermont at Bonnie’s place! The house had everything we needed and Bonnie was a great and responsive host. The horses next door were such a treat for our kids to see and the views were beautiful.
Guest favourite
Home in Rochester
4.97 out of 5 average rating, 206 reviews

The Guest House at Sky Hollow

JasonRating, 5 stars1 month ago
This is my second time staying at one of Jess’s properties - and I’m sure it’s not my last. The property is beautiful inside and out and has everything you need. I was in town for a full week and this place was just what I needed to relax after long work days. I can’t recommend staying at one of Jess’s places enough. You won’t regret it!!
Guest favourite
Home in Johnson
4.88 out of 5 average rating, 194 reviews

Caboose Tiny Home on river with hot tub near Stowe

MadisonRating, 5 stars2 weeks ago
our stay was so lovely, we had the best time. the river was so beautiful and so was the waterfall. so worth it! i’d love to come back some day.
Guest favourite
Home in Waterbury Center
4.95 out of 5 average rating, 132 reviews

Peaceful setting with Mountain Views

HallieRating, 5 stars3 months ago
Home away from home! Susan was a fantastic host. She was very responsive and communicated quickly. This home was perfect for our group of 6 and it was extremely cozy! This was our first time in Vermont and it definitely exceeded all of our expectations. If you looking for a pleasant place to stay with amazing views, look no further than this adorable Airbnb! We skied in Stowe, toured the Ben and Jerry’s ice cream factory down the road and enjoyed some live music at the ZenBarn. I would highly recommend this property! We hope to visit again soon :)
Top guest favourite
Home in Corinth
4.99 out of 5 average rating, 316 reviews

Dawnside - Green Mtns Home with White Mtns View

StephanieRating, 5 stars3 weeks ago
Beautiful house! Location was a little remote, but wonderful! Also great yard for dogs and plenty of space for everyone. Would definitely recommend.

Pet-friendly home rentals with a pool

Guest favourite
Home in Granville
4.96 out of 5 average rating, 145 reviews

Epic Views of the Green Mountains

ColbyRating, 5 stars1 week ago
We had a great stay at William’s. The location was beautiful and the house was comfortable. We had a great mix of day-tripping and relaxing with a view. We also ran into William and he was very helpful and friendly.
Guest favourite
Guest suite in Ryegate
4.92 out of 5 average rating, 229 reviews

Secluded Paradise on the Connecticut River, VT

JatinRating, 5 stars2 weeks ago
beautiful property. very private. our dog really enjoyed. the patio had swings with the river view it was gorgeous.
Top guest favourite
Flat in Barre
4.94 out of 5 average rating, 163 reviews

Relax in Recreation Paradise!

JenniferRating, 5 stars3 months ago
Chad was an incredible host! He was extremely accommodating with any requests we had. The views from his place are breath-taking! We enjoyed snowshoeing from the backyard onto trails in the woods. I fell in love with his cat who visited daily! He kept the driveway plowed and salted in a timely fashion. We enjoyed our stay and would highly recommend his place!
Guest favourite
Yurt in Randolph
4.95 out of 5 average rating, 434 reviews

Lower Yurt Stay on VT Homestead

AlinaRating, 5 stars2 days ago
Beautiful spot to relax, reconnect and leave refreshed! We enjoyed everything about our stay, especially the sauna, living pool, and hike to the yurt! We would love to return, thank you for sharing such a peaceful place with us, it was exactly what we needed.
Superhost
Guest suite in Jericho
4.74 out of 5 average rating, 291 reviews

Apartment, comfy and cozy with kitchen/gas fire

DavidRating, 5 stars4 days ago
We really enjoyed this place! The property is beautiful. The pool looked really clean and well cared for (but we didn't have a chance to use it). The supplied linens and especially the bath towels were great. This certainly will be on our list the next time are in VT.
Superhost
Cabin in N. Haverhill
4.92 out of 5 average rating, 165 reviews

Hilltop View Lodge - White Mountains, NH

AndrewRating, 5 stars3 months ago
Our stay was wonderful at the cabin. The cabin was clean and centrally located to winter activities. Andrea was very responsive. Cant wait to go back again
Top guest favourite
Home in Stowe
4.98 out of 5 average rating, 266 reviews

EPIC Stowe Getaway - Great For Families & Friends

KatiaRating, 5 stars1 month ago
Kristin was super easy to get in touch with. The house is beautiful and super clean. They provided us with towels and soap, it felt like a hotel. Plenty of space. The pool wasn’t available but the jacuzzi was SO nice. You can see deer from you window, it was magical.
Superhost
Cottage in Stowe
4.77 out of 5 average rating, 241 reviews

Cute Cottage - Poolside - Minutes To Activities

ChrisRating, 5 stars2 months ago
Linda was a fantastic host, and her home was even better than listed. The cabin was a good size for our family of four + dog; the 2 bed / 2 bath arrangement allowed for good privacy when needed. The fireplace was great for apres and winding down at night. Location is a nice mix of seclusion (off the Mountain Rd), but close to everything.

Private, pet-friendly home rentals

Guest favourite
Bungalow in Elmore
4.96 out of 5 average rating, 339 reviews

The Funky Parlor House // Rustic Close to Stowe

AliciaRating, 5 stars2 weeks ago
E.V.’s place was just as pictured and absolutely perfect. Get ready to unplug and enjoy the beautiful view.
Superhost
Flat in Barre
4.85 out of 5 average rating, 186 reviews

Studio suite in Barre

CrystalRating, 5 stars1 month ago
Bernadette was extremely wonderful to meet!! It was great having her for our host for our stay! The little balcony is wonderful, great kinda private little space to sit & enjoy the weather! everything was great & as described! Only thing that was a bit difficult was the stand up shower is pretty small. It was a bit tight washing up. Other than that even the traffic from the beltline wasn't bad at all!! when your inside with tv on you can hardly hear it!! Thanks so much for being such a wonderful person & host to us! Absolutely would stay again in the future if we ever need to find something!!
Top guest favourite
Barn in Stowe
4.97 out of 5 average rating, 107 reviews

NEW! Studio Loft in Stowe Hollow

GiannaRating, 5 starstoday
I think this is the best air bnb I’ve ever booked. You literally feel at home and it was so cozy & quiet. Super clean, had books & board games, Suzie was super responsive and the location was just amazing, super close to everything. Basically everything you want when searching for an air bnb. I will most definitely be booking again every time I come up!
Guest favourite
Treehouse in Hardwick
4.98 out of 5 average rating, 816 reviews

Cozy Treehouse with Sauna in the Woods with Stream

MunnRating, 5 stars2 weeks ago
The treehouse was such a relaxing mini vacation spot! We arrived to find a lovely welcome basket for our anniversary on the counter and a welcome book for the property. The stream and outside deck were better than the photos and we enjoyed eating dinner sitting on the deck. We met Heather and was friendly and super helpful with local recommendations! We have already recommended to a few friends and would love to return in the future:)
Top guest favourite
Guest suite in Stowe
4.99 out of 5 average rating, 221 reviews

Modern, Rustic Stowe Studio Apartment with a View

StephenRating, 5 stars3 months ago
Alison's place is so cute and has everything you need for your stay in stowe. The location is also great. Quiet and peaceful yet close to everything. Alison is an amazing host and worked with me to make sure I was able to make the trip.
Top guest favourite
Flat in Richmond
4.96 out of 5 average rating, 207 reviews

VT Hideaway studio: breweries,hiking, dogs welcome

JacobRating, 5 stars1 week ago
Excellent lodging and location. We really enjoyed our stay!
Top guest favourite
Guest house in Hinesburg
4.99 out of 5 average rating, 334 reviews

Hydrangea House on the Hill

CollinRating, 5 stars4 days ago
Sergjio's cabin was everything we could have wanted and more from a relaxing stay in Vermont. He greeted us and showed us inside the cabin, where he had wine and farm fresh eggs for us as a welcome gift. The cabin itself was beautiful and incredibly well kept. Sergjio also provided us with plenty of local recommendations for food and activities, which we thoroughly enjoyed. Finally, after our stay, he made checkout incredibly easy. We were absolutely blown away by Sergjio's hospitality, and will definitely be back in the future!
Superhost
Cabin in Morristown
4.9 out of 5 average rating, 249 reviews

Dream Log Cabins! Pets Welcome!

DaliaRating, 5 stars3 months ago
Claudia’s cabin was exactly as described- a private little cabin in the woods. The house was adorable, cozy, and close enough to Stowe for skiing (about 25 mins to base). The only minor issues I had were the use of the beautiful soaking tub (unusable due to water pressure/temperature), the temperature of the first floor bathroom( cold), and the amount of dog hair throughout. Disclaimer, I travel with my non-shedding dog so I’m not used to seeing dog hair on my clothing, and perhaps it was the previous renter who had a long haired shedding dog, but it was everywhere- couch, beds, cozy chairs, floor. Came home with hair covered clothing. There’s a sign by the door that says “no outfit is complete without dog hair”! These issues were not enough to complain to Claudia about, because as I mentioned - minor- everything else was spot on. She even had snacks in the fridge. Do bring extra toilet paper and paper towels if you book. I couldn’t find any. Otherwise, great stay.

Quick stats about holiday rentals that are pet-friendly in Middlesex

  • Total rentals

    40 properties

  • Nightly prices starting at

    $77 SGD before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

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