House vacation rentals in Stratford

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Popular amenities for Stratford house rentals

House rentals with a pool

Guest favorite
Home in Woodbury
4.94 out of 5 average rating, 18 reviews

2 homes in one (in-law design) w/salt water pool

ChristineRating, 5 stars7 months ago
Julie is an outstanding host! This house is perfect for any getaway. It was clean, spacious, well equipped, comfortable, and STUNNING outdoor area with a gorgeous pool. This is 3 FULL baths and 1/2 bath!! Two kitchens! Two family rooms! You had space! It made you want to relax! The kitchen was well stocked with any utensil or appliance you would need. It was private. You could really escape and get away. Woodbury and the surrounding towns were jampacked with things to do. There were many places to choose from to eat. Such a variety from steak, seafood, pizza, and American fare pubs and other specialty restaurants. Lots of variety/antique shops, flea market, wine/liquor stores, convenience stores. Just a short drive into Southbury you find more shops, antiques, restaurants, bigger, grocery store, etc. We also drove to a few other neighboring towns. All under 45 minutes. Friendly people! We had a wonderful time! Price is fabulous, house/outdoor area is A+ value! Thank you Julie!!
Guest favorite
Home in North Fork
4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

KimRating, 5 stars5 months ago
This is the 2nd Thanksgiving weekend we spent at Deeanna's. Her home is beautiful, comfortable and each detail is thought though in the best way. Deeanna went above and beyond to accommodate my family and we are so grateful to her. The kitchen is perfection and the bedrooms are lovely and comfortable. The scenery and views are breathtaking. Overall, this home is a total gem. Thank you, Deeanna! We hope to come back next year!
Top guest favorite
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars8 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Top guest favorite
Home in Cheshire
5 out of 5 average rating, 133 reviews

Pool House

EllenRating, 5 stars2 weeks ago
Truly home sweet home. Just walk in and relax. Fully stocked kitchen including milk, eggs, butter and pastries so no need to rush out to go grocery shopping. Convenient to New Haven yet completely quiet neighborhood for resting and taking walks.
Top guest favorite
Home in Monroe
4.97 out of 5 average rating, 200 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars2 months ago
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!
Guest favorite
Home in Stamford
4.96 out of 5 average rating, 247 reviews

Midcentury Modern ZenHouse Sculptor Studio

GonzaloRating, 5 stars1 week ago
I stayed here for a weekend and I wished I would have stayed longer. Perfect spot for a getaway and relaxation. Olga was a really caring and warm host, super attentive at all time, always saved some food for us when she cooked. The house was clean, organized, with natural lighting everywhere surrounded by a beautiful garden and a river with ducks and a swan. I would recommend this place to anyone who’s looking to relax, have a weekend to themselves and enjoy nature.
Guest favorite
Home in North Salem
4.94 out of 5 average rating, 31 reviews

North Salem Home with Pool & Great Yard

DanielleRating, 5 stars6 months ago
This was a lovely home. Very easy getting inside. Everything was exactly as listed, pictured and described. We felt so cozy and welcomed by Susan. The house had everything you could possibly need to make your stay easy and convenient and was very clean. I had a few questions during our visit and Susan was extremely responsive and so kind. I highly recommend this home. The beds were very comfortable. Showers were very nice and had great water pressure and nice hot water. We truly felt at home and we're beyond satisfied. I highly recommend this home for anyone need of an Airbnb in the area. Lovely home and property.
Top guest favorite
Home in Roxbury
5 out of 5 average rating, 17 reviews

Bright Mid-Century Modern Retreat-90 min from NYC

SidRating, 5 stars2 months ago
My family and I had a wonderful weekend at the house. The house is beautiful and was extremely clean when we arrived. Luiz kindly left a sled for my kids to use in the yard. There is plenty of outdoor space and the yard has a good deal of privacy. There are two bedrooms and a den/office with a TV. The kitchen has everything we needed. Luiz was very easy to communicate with.

Weekly house rentals

Guest favorite
Home in North Fork
4.98 out of 5 average rating, 43 reviews

Private pool/walk to beach; farms/vineyards abound

SuzanneRating, 5 stars7 months ago
Staying at Amy's place was perfect for my friends and I while we're out on the North Fork for a wedding. Amy was very responsive with any questions we had. We were all very comfortable in the main living area as well as our bedrooms. The house was conveniently located to the wedding venue and my friends were also very happy that it was located near some pickleball courts. Thank you Amy for a wonderful stay.
Superhost
Home in Westbrook
4.86 out of 5 average rating, 194 reviews

Family-Friendly Cottage by The Shore

TristanRating, 5 stars1 week ago
I had a nice, overnight stay at Marie's place. All was as described and the instructions for everything were spot on. Comfortable & convenient stay, would visit again!
Top guest favorite
Home in Wading River
4.96 out of 5 average rating, 501 reviews

Your Zen Retreat

AliciaRating, 5 stars1 week ago
This getaway was very last minute and there was huge importance on it because I needed some time away and because I had never booked an Airbnb before. I wanted to make sure that my family and I were able to be someplace peaceful and have a really good time and Brian’s home provided just that. The stay was so much more than we expected and Brian was absolutely amazing. He’s super responsive and accommodating. Hoping to stay here again in the near future!
Superhost
Home in Shippan Point
4.94 out of 5 average rating, 115 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

DebraRating, 5 stars2 weeks ago
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!
Superhost
Home in Greenwich
4.8 out of 5 average rating, 100 reviews

Greenwich abode Close to Just about Everything

ChrisRating, 5 stars3 months ago
Please stay here and support Nicole.. what a wonderful host Comfortable, clean and safe home Snow storm hit overnight and we woke up to the sidewalk and steps already shoveled and salted … she even offered to dig out our car if the snow was piled up high enough Nicole was very proactive with great communication but we did not feel bothered Plenty of street parking right by the house We really enjoyed watching the ducks and other water fowl in the stream behind the house A little bit of nature to relax after a day in the city Thanks Nicole, we will be back to stay in your home again
Top guest favorite
Home in Stamford
4.98 out of 5 average rating, 232 reviews

Bright Stylish Chic 4BR 4BA Home

ShefaliRating, 5 stars1 month ago
We had a wonderful time at Deirdre’s place which was a last minute booking. She was very responsive and we felt so much at home, with everything we needed to keep our family of 5 safe and occupied. We especially loved the playroom and books for all ages. The backyard tire swing and bird watching was a hit with my bigger kids too. There was lots of space to spread out if we had come with more family as well. Great stay- thank you again, Deirdre!
Guest favorite
Home in Madison
4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

GretchenRating, 5 stars6 months ago
A lovely cottage on a quiet street (at least in the fall!). The interior is just beautiful with all the wood floors, walls, ceilings. The kitchen was - unusual! Clearly they had to retrofit an old home to accommodate modern appliances, but all worked well.
Guest favorite
Home in North Fork
4.95 out of 5 average rating, 103 reviews

Walk to Vineyards, Beach, Restaurants • Sleeps 8

MeredithRating, 5 stars1 month ago
Matthew was a gracious host, friendly and communicative! We enjoyed our stay in his home and in Jamesport

Private house rentals

Guest favorite
Home in North Fork
5 out of 5 average rating, 17 reviews

Waterfront with private dock & bocce court

AlisonRating, 5 stars5 months ago
We thoroughly enjoyed our stay and would definitely book again ! Close to the many wineries and cute towns, and peaceful and comfortable to come back and relax at. We enjoyed the fire pit , the view from the dock of the changing tree colors and the flow of the kitchen. ❤️
Superhost
Home in Clinton
4.91 out of 5 average rating, 11 reviews

Clinton Beach House & Cottage w/ Pool, Near Shore

HannahRating, 5 stars4 months ago
We had a group of 8 adults and 7 kids (5 and under) and the space was great for a large group! There was plenty of room for the kids to run around downstairs and the large yard was fantastic. We were there in the winter so couldn’t take advantage of the pool but we did make a trip to the local beach (5 min drive) and use the fire pit. I definitely recommend Gregory’s place for both larger groups and families! We would love to return!
Guest favorite
Home in Carmel Hamlet
4.93 out of 5 average rating, 73 reviews

Country getaway with pool and hot tub on 9 acres

VinnyRating, 5 stars3 months ago
We loved our stay in Calum's Airbnb! It is a short commute from NYC and conveniently located between two main areas with plenty of grocery store and restaurant options. The home itself is well equipped with an amazing kitchen and many board games - so we were always entertained.
Superhost
Home in Ridgefield
4.81 out of 5 average rating, 21 reviews

Log House, sits on 3acres. A retired mini farm.

TaylorRating, 5 stars2 weeks ago
Great stay! Tough to heat the downstairs if it’s cold, but a great cozy space nonetheless. Would definitely recommend :)
Guest favorite
Home in Westbrook
4.93 out of 5 average rating, 42 reviews

Private vacation home, close to beach

JaniceRating, 5 stars6 months ago
We loved our stay in Westbrook! Mia's lovely home exceeded our expectations in terms of decor, furnishings, cleanliness, comfortable beds, and well-stocked kitchen and bath ... all in a quiet and private setting. The house was especially well-situated for us. We had tickets for a special theater performance at Gillette Castle one evening, and then had to be in New Haven on the next day. All were easy drives. And, there are amazing fine dining options nearby. We'll definitely try to book this wonderful place any time we have events in the area. Thank you, Mia, for a magical Autumn weekend in Connecticut!
Guest favorite
Home in Norwalk
4.89 out of 5 average rating, 37 reviews

Entire House on Scenic Estate with Private Pond

KristyRating, 5 stars1 month ago
We had a lovely stay. JP was extremely responsive and accommodating. The house was exactly as stated in the listing. We would stay there again if in the area.
Guest favorite
Home in Stratford
4.94 out of 5 average rating, 174 reviews

Cozy Colonial - Private Hot Tub & Entire House

MonicaRating, 5 stars1 month ago
We loved our stay! Dylan was extremely responsive and the home was exactly as explained. The rooms were spacious and the beds were so comfy! No complaints! We will definitely stay again when we visit family.
Guest favorite
Home in Old Greenwich
5 out of 5 average rating, 15 reviews

The Perfect Escape.

DawnRating, 5 stars6 months ago
Andrea was a fantastic host who was warm, welcoming and her home was beautiful and very clean! She accommodated last minute after another reservation didn’t pan out because they had to make an unexpected repair to the home. So grateful to have had the opportunity to stay with her and the art show was a success thanks to her generosity of accommodating last minute. It’s no wonder her listing has all 5 star rating - Would recommend staying with her any time!

Quick stats about house rentals in Stratford

  • Total rentals

    120 properties

  • Nightly prices starting at

    ﺩ.ﺇ110 before taxes and fees

  • Total number of reviews

    3.5K reviews

  • Family-friendly rentals

    80 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    10 properties have a pool

Destinations to explore