
Pet-friendly vacation rentals in Middlesex
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Top-rated pet-friendly home rentals in Middlesex
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Popular amenities for Middlesex pet-friendly home rentals
Pet-friendly house rentals

Cozy Mountain Home w/Million $ View
Super worth! We came here last week and loved it so much, we came this weekend too! Good dining recommendations from Daveo. He even saved us when our car was stuck in the snow! We truly appreciate his help. One million dollar view, one million points recommend! We'll come again next ski season!

Orchard House - cozy getaway near Burke
Sally was extremely responsive when it came to communication, and her binder gives you everything you could possibly need to know about not only the house but the whole area in general. She is an amazing host

Large New England Home w/ Gorgeous Mountain Views
This is a great house to stay in. There's a lot of space, places to sleep, sit and relax, eat, watch tv, play games, work, read, cook. Plenty of hot water.. Very private, although in a neighborhood. Nice back yard area when not covered in snow, looking up at the mountains behind. Sheri is top notch. Easy to reach, super friendly and helpful, easy going. We came at the tail end of a snow storm, but the driveway was cleared enough to get our car in and then Sheri worked with us to make sure everything was cleared before we had to go out the next day. Easy walk into the cute town of Bristol. Handful of nice shops (books, games, art, crafts, gifts, toys) and restaurants: Wokky's--ok Chinese/great staff; Minifactory--out of sight coffee/biscuits/sandwiches/fresh ingredients/lot of gluten free; Cubber's--locals' joint/excellent pizza/sandwiches; Farmhouse Chocolates--superb fresh organic truffles, bars, caramels/chocolatier is wonderful. Easy drive to Mad River Glen, Sugarbush for skiing.

Ranch at Mendon Mt Orchards
Perfect location for skiing, and cosy home that we all enjoyed (including our pup). We appreciated the thoughtful touches provided by the host, and the apple orchard was a beautiful setting. Would definitely stay again!

Duplex in Lyndon - Ground Floor Unit
This is our third experience at Amanda’s Airbnb. As always it’s a cute, beautiful, and clean place. Great location for our pets to be able to run around. Looking forward to staying here again!

Mid century modern gem with views of Sugarbush
Place was as advertised. Beautiful, great location, great views, close to convenient grocery shopping and slopes. We'd love to come back some day.

Nature Lover's Paradise
Had a fantastic time. Went backcountry skiing before work and then worked from his place with multiple people doing zoom calls without issues. Perfect place for us

Gorgeous 1835 Farmhouse w. Lake/MTN Views!
It is a beautiful house where you can smell the family and we liked that a lot. It is close to the ski slopes, very clean and comfortable. Lidsa and Tom have very good communication, excellent service.
Pet-friendly home rentals with a pool

Relax in Recreation Paradise!
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!

Lodge At Spruce Peak Alpine Studio Pool / Mt Views
PERFECT winter getaway! The location was amazing…our room had a wonderful view of the mountain, pool and hot tub. The resort itself was beautiful-great staff! Nice shops, excellent dining and bars! And, of course-snowboarding! Will definitely return! Can’t say enough about Stowe Mountain Resort! AWESOME!

SugarBear Pool, Hot Tub, 2 En Suite BRs, FirePlace
Dan and Holly are wonderful hosts. Excellent condo unit in a quiet, private location yet very close to great skiing, excellent restaurants, and live music. Condo was spacious, clean, and well kept. Dan and Holly obviously really care about their guests. Highly recommended.

Apartment, comfy and cozy with kitchen/gas fire
Rebecca’s air bnb is awesome in a great location and she truly goes the extra mile for her visitors.

Wood-Burning Fireplace/Dog-Friendly/Spa Onsite/AC
Wonderful! Five of us (two different families) stayed for a week of snowboarding. It was close to the mountain and had everything we needed. The condo was clean and just as described. Some might find it small, but it had everything we needed. The hosts were responsive and helpful. Highly recommend.

EPIC Stowe Getaway - Great For Families & Friends
We had an amazing stay, this trip far exceeded our expectations and staying in such a nice place made everything so much more enjoyable. This spot was the perfect mix of private and secluded while still also being very close to Stowe, and Johnson. We were able to complete everything on our itinerary while also being able to come back every night to a beautiful home with everything we needed. It was very nice to be able to sit down with family we havent seen in so long and enjoy an amazing home cooked meal or play some board games. Thank you Kristin for your amazing hospitality. This has made Vermont one our favorite states to visit. We will definitely be back.

2 Bedroom Condo & Loft- POOL + Wine Bar/Cafe!
Nice place for the 6 of us and dog for a long ski weekend in March. Condo was as described. The kitchen was very clean, nothing in fridge. New fridge and new oven. The bathrooms were very clean. The beds were comfortable. The upstairs space a bit tight for 4 adults, but we managed fine. Two of the twin beds are in an open loft area, which didn’t bother us as we were all going to bed at the same time and waking early to go skiing. Just mentioning this in case you were looking for a 3rd bedroom that was fully enclosed. The Spa and Cafe/ Wine Bar were a great addition to our ski weekend activities. The host was wonderful and very responsive. We highly recommend this condo.

In Resort 5* Smuggs Pass/Camp inc Mt View Nr lift!
No frills but that’s what we were looking for, for a quick spring ski trip! Affordable and great for the kids with a ton to do on the property. Game space, pool, hot tub, laser tag plus skiing! Super fun packed few days. Host very communicative. We will return.
Private, pet-friendly home rentals

Hubbard Park guest suite
This was my second time staying here, and this time I stayed with my family in the bigger apartment, which was perfect for a family of four! The kids loved the huge bathtub and bunk beds!

Cozy cottage in peaceful location
We had such a fun trip! Nikki’s cottage was absolutely gorgeous, nestled in the countryside. Would absolutely stay here again!

White Mountain Log Home Retreat
A very kind couple and a lovely home. We had a winter storm come through at the end of our stay and they were very accomodating of a late checkout if we needed some extra time to deal with the snow. Also their hommade Banana bread is a 10/10!

Charming getaway tucked away in the Green Mtns
We appreciated how pet friendly this place was! Fenced in yard. Blankets to cover the furniture to allow dogs on them. Close enough to many different ski mountains. Perfect to come home to the wood stove and hot tub.

Cozy 2 bedroom true log cabin
I wish I could rate this home 6 stars. It is beautiful, peaceful, private, and surrounded by nature. The two bedrooms are great and very comfortable, and they actually have anything you might need in terms of toiletries. Corey was super responsive and helpful, he quickly answered the few questions that I had. Would absolutely recommend this home to anyone looking for a small getaway.

Lovely 1 bedroom
Highly recommended space and host! Kurt is hands down an A+ super host! We arrived in Burlington in the evening with having another Airbnb reservation that we found not to be a good fit for us! Frantically searching for other Airbnb accommodations for the night, several hosts had availability but showed no urgency to help us. Kurt literally stopped what he was doing to go and turn lights and heat on for us. He also left water, a couple beers, and creamer in the fridge for our morning coffee, which too was provided. The space is exactly how it was pictured. Clean, uncluttered, and beautiful! Kurt’s place has great location in a charming quiet neighborhood with driveway parking. Comfortable bed and great water pressure in the shower was also great to have! Finding this place last minute was the cherry on top of our amazing Burlington experience….and we will be back! Thanks again

1 Acre Private Island Cottage (Sat Check In/Out)
This is the fourth year we have booked Dogatraz island and look forward to it every time. Nick, the property manager is responsive, on time and super helpful. We love the private island and being able to let our dogs run free, especially our deaf dog. She always has to be on a leash where we live and being able to watch her run is priceless. Both pups love the kayak and the water (but neither will swim-LOL). I love the idea of no Wifi and forcing us to detach from our otherwise busy lives. Looking forward to next year!!

Pet Friendly Rental Unit
We had an amazing stay! The location was perfect for our ski trip, and the place was exactly as described: spacious and comfortable for our group. One of the highlights was catching the northern lights, thanks to a thoughtful reminder from our host, Shelly. She was super responsive and friendly. Would definitely stay here again!
Quick stats about vacation rentals that are pet-friendly in Middlesex
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ220 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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- Sugarbush Resort
- Jay Peak Resort
- Smugglers' Notch Resort
- Spruce Peak
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Jay Peak Resort Golf Course
- Cannon Mountain Ski Resort
- Cochran's Ski Area
- Pump House Indoor Waterpark
- Ethan Allen Homestead Museum
- Fort Ticonderoga
- Mt. Eustis Ski Hill
- Dartmouth Skiway
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Killington Adventure Center
- Cozy Cottages & Otter Valley Winery
- Vermont National Country Club
- Autumn Mountain Winery
- Lincoln Peak Vineyard
- Leahy Center for Lake Champlain
- Burlington Country Club
- Lucky Bugger Vineyard & Winery