Vacation rentals with outdoor seating in Middlesex

Find and book unique accommodations with outdoor seating on Airbnb

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Popular amenities for Middlesex outdoor seating rentals

House rentals with outdoor seating

Superhost
Home in Stowe
4.82 out of 5 average rating, 11 reviews

Modern condo at village green

DanRating, 5 stars2 months ago
Beautiful spot, and a quick walk to the bus stop if some of your family is taking too long to get ready!
Guest favourite
Home in Waterbury Center
4.92 out of 5 average rating, 105 reviews

Full House 3 Bedrooms/3.5 Baths

MarisaRating, 5 stars1 month ago
Great place to stay with a group. Every bedroom had a full bath and kitchen was large. Because we were off season rate was good.
Guest favourite
Home in Winooski
4.94 out of 5 average rating, 129 reviews

Spacious Winooski Oasis, close to downtown!

GauraviRating, 5 stars1 week ago
We had a great stay here. The house was quaint and exactly as pictured. We asked for recommendations but didn’t receive a response. However, Sam was super responsive for all other things house related like check in time and when the shower pump was broken and only giving us cold water. The hot water issue was taken care of right away which was appreciated! The backyard is big and fenced in. This is great for dogs! There is a grill and fire pit. We didn’t use either but having that amenity was nice. Location is great and so was the price. Walking distance and car ride from most eateries and cute shops. We felt safe, thank you!
Top guest favourite
Home in Burlington
4.96 out of 5 average rating, 77 reviews

Best of Burlington! Spacious clean comfort w/ yard

RyanRating, 5 stars2 weeks ago
Wonderful place to stay we came here for a Burlington visit as our daughter was checking out UVM for college. Walkable to Lake Champlain in all of its beauty. The place was pristine and beautifully renovated. Comfortable beds and all the amenities you would need. We would definitely stay here again! Thank you Carla for being such an amazing host!
Guest favourite
Home in Burlington
4.93 out of 5 average rating, 114 reviews

Cozy, safe, conveniently located, newly renovated.

KellyRating, 5 stars6 months ago
My husband and I and my son and girlfriend went up to visit my daughter and her fiance who just relocated to Colchester Vt. Vernon's home was exactly as described! The home was very comfortable and clean and very conveniently located for us. We all walked to Church St and had a great time. Would definitely recommend to anyone looking for a place in Burlington. We would definitely rent again.
Guest favourite
Home in Enfield
4.95 out of 5 average rating, 101 reviews

Quiet lakeside retreat with private dock.

ElizabethRating, 5 stars2 months ago
This is a lovely place for a get-away time. It's very comfortably furnished, spotless, and in a beautiful area. The kitchen is one of the most adequately equipped of any Airbnb place we have stayed in. The hosts are super responsive and helpful!
Guest favourite
Home in Enfield
4.95 out of 5 average rating, 19 reviews

Upper Valley Shaker-Style Home, close to Dartmouth

ScottRating, 5 stars6 months ago
Barbara's place is a real gem. So clean, with a beautiful mix of antique and woodsy modern furniture, and a wonderfully comfortable living area overlooking a meandering brook which a few hundred yards down the road leads to the lake. The kitchen was well-equipped and modern, and beddings and beds were very comfortable. While the house was close too a busy road, we didn't hear a thing, and for summer users the deck is completely away from the road, overlooking the brook. Even more than we expected.
Guest favourite
Home in Chazy
4.95 out of 5 average rating, 111 reviews

Twin Pines

GeriRating, 5 stars9 months ago
We enjoyed our stay at Kathleen’s house very much. There were 6 of us; my family and my brother’s. The house was very cozy with an open kitchen and living room space with high ceilings. The beds and furniture were all very comfortable. The kitchen had all the amenities we needed and many things we didn’t expect like breakfast foods, coffee, etc. The two bathrooms were both spotless and had lots of nice soft towels. The outdoor furniture was very nice and new and the property is private and nicely maintained. A few of us also enjoyed using the kayaks on the lake directly across the street. We were attending a family reunion at a house on the same street so the location was extremely convenient. We liked this house so much we would like to book again for our future reunions.

Apartment rentals with outdoor seating

Superhost
Apartment in Hardwick
4.77 out of 5 average rating, 125 reviews

Modern, cozy getaway in charming town (Apt 2A)

DemaRating, 5 stars1 month ago
Awesome apartment, in an awesome little town. Host was excellent and even offered early check in, no issues with communication. Would stay here a million times over. Great coffee shop and bar right below you. No issues with parking as well. Only thing to note since it is a coffee shop and near a main road you do get some noise (deliveries, plows, etc.) but nothing that bothered us too much.
Top guest favourite
Apartment in Burlington
4.99 out of 5 average rating, 182 reviews

Cedar View

Ann-MarieRating, 5 stars1 week ago
Absolutely perfect place for my four day stay in Burlington. Listing is accurate, bed was comfortable, didn’t use the kitchen beyond the coffee maker but it looked well equipped; host is extremely responsive to any questions/requests- I would not hesitate to stay again when I go back to Vermont.
Top guest favourite
Apartment in New Haven
5 out of 5 average rating, 228 reviews

Dog Team Falls Apartment - Minutes from Middlebury

JeffRating, 5 stars1 week ago
This was our second stay here and we do love it very much and will continue to return as often as possible.
Superhost
Apartment in Winooski
4.88 out of 5 average rating, 111 reviews

Sky-View Golf Sanctuary Fire Pit, Dog Yard, Games

JenniferRating, 5 stars5 days ago
We stayed at this AirBnB as part of a family visit to North Hero, VT (further north) and I accidentally only booked one night instead of two. Jonathan was SUPER responsive and understanding, luckily there were no guests the second night so we extended the booking and Jonathan waived the cleaning fee for the first night so we only paid once. If you're looking for somewhere that can house numerous people in a quiet neighborhood and a host that's super responsive then highly recommend! Thanks again Jonathan!
Top guest favourite
Apartment in Newport
4.99 out of 5 average rating, 195 reviews

The House of the Setting Sun, Private Apartment

RussellRating, 5 stars1 week ago
Received a warm welcome — symbolically, at the front door, and then literally, with a warm and cozy respite from the blustery weather. Was fully stocked with snacks and fun games. A wonderful stop on a long journey. Thank you, Dean!
Superhost
Apartment in Burlington
4.77 out of 5 average rating, 153 reviews

Cozy South End Apartment–Walk to Breweries & Lake!

MiltonRating, 5 stars1 month ago
No complaints here! Everything was as described, the hosts communicated everything in advance, and the space is a good value for the price. Thanks for hosting us!
Top guest favourite
Apartment in Plattsburgh
4.97 out of 5 average rating, 163 reviews

full 2 bedroom apt unit

KatieRating, 5 stars2 days ago
Exactly what we needed! We were in town for a basketball tourney and needed a place to stay while in and out for the weekend. Clean, as listed, felt like home! Roger was extremely responsive and very, very, friendly!! Would stay again!! :)
Superhost
Apartment in Montgomery
4.8 out of 5 average rating, 130 reviews

Newly Renovated Apartment Minutes from Jay Peak.

EmilyRating, 5 stars1 month ago
We had a great stay! Everything was exactly as described and close to Jay Peak. Kate and Rory had everything ready to go and an extensive list of restaurants nearby as well as a thoughtful welcome in case we got in after a long day of travel! Would recommend this place for anyone looking to stay in the area and it will definitely be on our list when we go back to Jay!

Condo rentals with outdoor seating

Superhost
Condo in Killington
4.94 out of 5 average rating, 171 reviews

Renovated unit, prime location! Shuttle on/Ski off

KristenRating, 5 stars1 month ago
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!
Guest favourite
Condo in Killington
4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

PatriciaRating, 5 stars1 month ago
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!
Guest favourite
Condo in Stowe
4.86 out of 5 average rating, 153 reviews

2 bed, 2Bath, fireplace, amazing location!

RichardRating, 5 stars1 month ago
We had a great visit to Stowe. Danielle’s place was great, great location, easy logistics and perfect for a few days of skiing.
Top guest favourite
Condo in Warren
4.97 out of 5 average rating, 128 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

PedroRating, 5 stars1 month ago
Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy
Guest favourite
Condo in Killington
4.9 out of 5 average rating, 128 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

KateRating, 5 stars2 weeks ago
Very clean and great location. It was about an 8 minute walk to the Ramshead lodge and we ate at two restaurants within a 5 minute walk. The shuttle was also easy and ran frequently. Would recommend!
Guest favourite
Condo in Stowe
4.85 out of 5 average rating, 115 reviews

Newly Renovated 2 Bedroom Condo centrally located

BernardRating, 5 stars3 weeks ago
Place was very nice and just as described. Spotless, well furnished and well provisioned. All the necessary cooking equipment in good condition. Although a bigger frying pan would be of use. Location gave easy access (11 or 12 minutes) to the mountain and easy drive access to the town. During the last couple of days of our stay there was a problem with the heating systems. Too much heat. Management was extremely responsive sending a handy man right away. We were able to manage the problem. Eventually the owner refunded a full days charge, which we thought was quite fair. Despite the temporary problem I highly recommend the condo and would happily stay there again.
Superhost
Condo in Warren
4.82 out of 5 average rating, 112 reviews

Modest Mountain Dacha

JoanneRating, 5 stars2 months ago
Very comfortable stay - convenient to ski wither Sugarbush or Mad River. Philip sent specific instructions for turning the heat up on arrival. It took a little while to warm up, but individual thermostats in LR and BR worked nicely. Local recommendations for restaurants and such were spot on.
Superhost
Condo in Killington
4.78 out of 5 average rating, 307 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars1 month ago
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.

Quick stats about vacation rentals with outdoor seating in Middlesex

  • Total rentals

    60 properties

  • Nightly prices starting at

    $83 CAD before taxes and fees

  • Total number of reviews

    6.1K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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