Holiday rentals with outdoor seating in Middlesex County

Find and book unique rentals with outdoor seating on Airbnb

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Popular amenities for outdoor seating rentals in Middlesex County

House rentals with outdoor seating

Guest favourite
Home in East Hampton
4.95 out of 5 average rating, 60 reviews

Country getaway - huge yard, pool

KetwlyRating, 5 stars6 months ago
Our stay was wonderful. Lena is the perfect host. We are already talking about going back next fall!
Superhost
Home in Old Lyme
4.76 out of 5 average rating, 37 reviews

Stunning house on CT river !

KatelynRating, 5 stars1 month ago
Marina’s home is beautiful! We were there for a night and took advantage of the well situated kitchen during our stay. The place was easy to find and very clean, beds were comfortable, and the views of the river were lovely.
Guest favourite
Home in Chester
4.98 out of 5 average rating, 209 reviews

Stunning Artisan Waterfall Escape, Walk Downtown

TimRating, 5 stars6 months ago
We'd been looking forward to coming back to The Recycle House since we first stayed there in 2022. Safe to say it was just as we remembered it...great house, great location, wonderful community. Looking forwarded to returning.
Top guest favourite
Home in Madison
5 out of 5 average rating, 28 reviews

Stylish Modern Home, 4-Bedroom, Madison CT

AlanRating, 5 stars2 months ago
Sascha was a terrific host and we had a wonderful stay at his home. The home was beautiful: plenty of space to spread out, relax, and everything was incredibly clean and tidy. It was also well-stocked with everything you could need. We appreciated Sascha's friendly demeanor, and he was a pleasure to communicate with. We hope to return here in the near future for another stay.
Top guest favourite
Home in Old Saybrook
4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

SueRating, 5 stars2 weeks ago
Laurie s place is very nice, spacious and clean. Plenty of space to eat, hang out and 2 bath. The fenced in yard is great for dogs or kids. We weren't in full summer season so we're not taking advantage of the beach and water options but they offer alot. Allowed for an early check in which was great as we were in town for a memorial service.
Superhost
Home in Clinton
4.71 out of 5 average rating, 91 reviews

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

MaryRating, 5 stars1 week ago
This house was very good for me and my friends and we would love to go back!
Guest favourite
Home in East Hampton
4.92 out of 5 average rating, 93 reviews

Clean private home near Lake Pocotopaug!

CathyRating, 5 stars4 months ago
I highly recommend this property. It was perfect for our Christmas visit with family. The furniture and beds were very comfortable. We truly enjoyed our stay in East Hampton. We will be back!
Superhost
Home in Madison
4.89 out of 5 average rating, 44 reviews

Coastal getaway with water views in every room

KathyRating, 5 stars8 months ago
Meaghan’s place was everything we needed and more! Loved the views, the waves, the sea breeze, the bird observing, the walks to Grass Island, the together time with family in a quiet, secure & well appointed setting. Meaghan equipped us with everything! She was very responsive to answer questions. This is one of those treasured memories. Can’t wait until we get back again to this special location! Thank you!

Apartment rentals with outdoor seating

Top guest favourite
Flat in Clinton
4.98 out of 5 average rating, 45 reviews

Shoreline Oasis

AlisonRating, 5 stars4 days ago
Had a lovely stay at Catherine’s. It was even sweeter in person. Appreciate all of the little details and love all the plants. Felt very cozy and had everything I needed!
Superhost
Flat in East Haddam
4.79 out of 5 average rating, 283 reviews

The Federal Suite at the Wisteria Rest

NicholasRating, 5 stars1 week ago
Everything was great!
Top guest favourite
Flat in Westbrook
4.95 out of 5 average rating, 22 reviews

Meadowview & Pondside Retreat

KayleighRating, 5 stars1 week ago
we had a wonderful stay. so cozy with a whimsical cottage feel. beautiful view of the pond in back so peaceful. Becky was a very thoughtful and kind host, making our stay that much better. we would love to stay again when in the area. 🙂
Top guest favourite
Flat in Clinton
4.99 out of 5 average rating, 68 reviews

Cozy Shoreline Getaway

FrederickRating, 5 stars4 months ago
Comfortable accommodation. Everything you could ask for. We we’re lucky to stay longer over the holiday. Dave and Charlene are great hosts, great communicators. We plan to stay at this location whenever we vist family in Connecticut.
Guest favourite
Flat in Branford
4.97 out of 5 average rating, 105 reviews

Ridgeview Suite at Stony Creek Depot

HunterRating, 5 stars5 months ago
The photos don't do it justice—this charming place is even more spacious than it looks online. The vintage decor added a cozy touch that made us feel right at home. Highly recommend!
Top guest favourite
Flat in Chester
4.98 out of 5 average rating, 165 reviews

Charming Chester Retreat - Cottage

EricRating, 5 stars1 month ago
My wife and I absolutely loved this cottage. It far exceeded our expectations. I felt so much at home, I almost went out and picked up the mail!There were so many supplies in the kitchen, a thoughtfully laid out living room and bedroom, a heavenly soaking tub in the bathroom, and serene surroundings. Everything was thought of from tasteful decor to plenty of firewood for the wood-burning fireplace and even an unopened toothbrush and other toiletries in the bathroom (including 2-ply!! ) It raised my standard for future rentals. We are lucky enough to travel several times a year. When we do, we almost exclusively stay at Airbnb‘s. This one was by far the most comfortable we’ve stayed at in many years. Thank you very much for the perfect visit to Connecticut
Guest favourite
Flat in Guilford
5 out of 5 average rating, 41 reviews

Historic 2 bdrm apartment in downtown Guilford

LeslieRating, 5 stars5 months ago
My daughter and her husband stayed at this lovely location over Thanksgiving- needed some extra accommodations beyond our local home. They reported that it was a perfect place for them - clean, spacious, walkable and nicely furnished. We will definitely return when in need of additional accommodations. Highly recommend.
Top guest favourite
Flat in Deep River
4.93 out of 5 average rating, 144 reviews

Lovely Garden-Level Apartment in Heart of Town

CareyRating, 5 stars2 months ago
My girlfriends and I stayed for a girls’ weekend. The place was so clean and lots of personal touches. Beautiful flowers and a well stocked kitchen. We even had yummy chocolates available to us. The beds and lines were very comfortable. Fun games and lots of books and magazines to choose from. The home had a lot of character and antique charm. It is a quick walk to restaurants and shops. We had dinner at the Red Door and would highly recommend. Deep River roasters was our destination for breakfast. Coffee was sensational. And bagels tasty. Liz was so responsive, kind, and helpful for any questions we had. We will definitely be returning to stay.

Apartment rentals with outdoor seating

Top guest favourite
Apartment in Norwich
5 out of 5 average rating, 34 reviews

Modern Loft Villa, 1 mile to Mohegan Sun

JalineRating, 5 stars4 days ago
The Villa was beautiful, very clean + stocked with all the basic amenities you need. I would definitely go back. only 1 mile to Mohegan Sun so location was great as well. Erin, the owner responded to any questions I had immediately and was super easy to deal with. I would highly recommend this Villa.
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 102 reviews

CASiNO, Spa, Hot Tub, Pool, Private Villa, Kingbed

TattianaRating, 5 stars1 week ago
Kim’s place was perfect for what me and my daughter needed. We were in the area celebrating her 15th birthday. The villa was clean, and quaint. The decor of the room was peaceful and warm. And most importantly it was CLEAN, no complaints! Kim was responsive and proactive in her communication. Will definitely visit again in the future and recommend to any friends and family who might travel that direction.
Superhost
Apartment in Greenport
4.84 out of 5 average rating, 130 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

CynthiaRating, 5 stars3 weeks ago
Just as described, beautiful waterfront location that’s a 5 minute drive to town and local vineyards. Perfect weekend getaway
Superhost
Apartment in Old Saybrook
4.89 out of 5 average rating, 72 reviews

Seashore getaway - CT shoreline

JulieRating, 5 stars3 months ago
Thanks Lauren! We enjoyed your lovely place!
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 177 reviews

Peaceful Oasis steps from Mohegan Sun

StacyRating, 5 stars4 days ago
We really enjoyed our stay. The villa was well decorated, clean, and cozy. It had such a relaxing vibe, I wish we had more time there. It was close to the casino and walking distance to the spa. It was great qetaway. The host also went out of the way to add personal touches.
Top guest favourite
Apartment in Norwich
4.98 out of 5 average rating, 135 reviews

The Vacay Villa

JamieRating, 5 stars2 weeks ago
Krista place is very clean and welcoming. It had perfect personal touches. From coffee creamer for our morning coffee, to shower essentials. I find the small personal touches so nice and it is welcoming. Christa offered east check in and extended my check out time with no questions ask. This was a very nice place for a weekend trip and we will def be booking again!
Guest favourite
Apartment in Greenport
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.
Guest favourite
Apartment in Old Lyme
4.93 out of 5 average rating, 14 reviews

The Bridge at Soundview · Beach+OceanView+Sunrise

TracyRating, 5 stars1 month ago
We had a great weekend and would definitely recommend this place for a family trip, girls weekend, etc.

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