House holiday rentals in Stratford

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Popular amenities for house rentals in Stratford

House rentals with a pool

Guest favourite
Home in Fairfield
4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

ShivaRating, 5 stars1 month ago
Spacious home with a nice outside area. Enjoyed coffee with birds and bunnies. Will stay here again.
Top guest favourite
Home in North Fork
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars1 month ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!
Top guest favourite
Home in Cheshire
5 out of 5 average rating, 135 reviews

Pool House

CindyRating, 5 stars1 month ago
The pool house is so cute and the outdoor patio is gorgeous and the perfect place to relax. Great place to stay if you want to stay near New Haven but also want to enjoy quiet away from the city. Sue is a responsive and very generous host!
Top guest favourite
Home in Monroe
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars3 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 favourite
Home in Stamford
4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

EamonRating, 5 stars1 week ago
Truly one of a kind property. Relaxing, calm, extremely responsive and helpful host. If you are looking to get out of the city or just need some time away to think, look no further. 10/10.
Superhost
Home in Woodmont
4.83 out of 5 average rating, 90 reviews

Spacious 4 bedroom, oasis with ocean views galore

ChrissyRating, 5 stars5 days ago
We had a wonderful girls weekend at Allana’s house by the sea! When we had a small incident with the keypad, Allana was quick to answer my call and resolve the issue no problem. Everything was clean and beautiful! We especially enjoyed the screened in porch in the back to enjoy our meals. The view from the master bedroom and deck is incredible! We highly recommend and will be back!
Guest favourite
Home in North Fork
4.97 out of 5 average rating, 154 reviews

Secluded Farmhouse - Studio Apartment Style Unit

JosephRating, 5 stars1 week ago
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Weekly house rentals

Guest favourite
Home in Branford
4.97 out of 5 average rating, 35 reviews

Adorable Beach House on LI Sound

JudyRating, 5 stars6 days ago
We had a wonderful stay at Eileen’s place. Many great restaurants close by…Lenny’s, Dockside and Rosso Vino we enjoyed. Delicious ice cream spots..Bishop’s Orchard Creamery and Ashley’s.
Superhost
Home in Bridgeport
4.77 out of 5 average rating, 136 reviews

Golden Colonial Home

MichaelRating, 5 stars2 days ago
Apt was spacious. The 2 bedrooms offered plenty of sleeping space. Living room was huge. Managed to find parking right out front.
Guest favourite
Home in Milford
4.96 out of 5 average rating, 28 reviews

*5min wlk to beach & Tyde, pet friendly

Katherine MRating, 5 stars2 weeks ago
It’s a great place to stay with your family. The host is super friendly and responsive. I absolutely love the amenities and the attention given to. Only thing I wish the inside voice levels were reduce; every time we spoke, we were able to hear one another even though we were in different parts of the home. But, it’s a very good and safe neighborhood.
Guest favourite
Home in West Haven
4.96 out of 5 average rating, 45 reviews

Westshore Luxury

MatthewRating, 5 stars1 week ago
You, was great. Traveling through and not knowing much about the area. Yu gave us so much helpful information. Be sure to ask Yu about their great restaurant in New Haven.
Top guest favourite
Home in West Haven
5 out of 5 average rating, 15 reviews

1 Bdrm Apt in West Haven

AshleyRating, 5 stars2 weeks ago
From the moment I was greeted, I was taken care of. I also received a welcoming gift upon arrival! Donna was kind, responsive and made me feel at home, and that I was comfortable.The place was spotless, clean bedding and bathroom was super clean, nice dining area to eat in the kitchen and fully stocked with any items you may need. I traveled with very little clothing but didn’t have to worry due to the convenience of a washer and dryer, which was easily accessible. This home is also in a very quiet neighborhood. Thank you for Donna for such a pleasant experience!
Top guest favourite
Home in Milford
5 out of 5 average rating, 34 reviews

Coastal Milford Retreat

ScottRating, 5 stars4 days ago
Jenn and Jason’s house was perfect! We had 3 couples and one baby, and it was spacious, very clean and well equipped and stocked - we couldn’t ask for better accommodations. We were all surprised as to how nice it was. The back yard and patio furniture was a special bonus. The high chair for the baby was also fantastic. It doesn’t get any better. Many thanks.
Top guest favourite
Home in Westville
5 out of 5 average rating, 72 reviews

Westville Schoolhouse by Stephanie and Damian

LisaRating, 5 stars1 week ago
We had a wonderful time at this charming house! It was truly a delightful experience, as the home was equipped with everything we could ever need. One highlight for us was the amazing showers—definitely a treat after a long day of exploring. Additionally, the location was perfect, making it easy to enjoy all the local attractions. We all agree that this stay exceeded our expectations, and we can't wait to return!
Guest favourite
Home in Milford
4.93 out of 5 average rating, 14 reviews

Botsford Beach Home w/ Fire Pit

María AlejandraRating, 5 stars2 weeks ago
This has been the best Airbnb we stayed at. Everything was as described and Paul and Sean were great hosts. Thank you so much for having us!

Private house rentals

Top guest favourite
Home in Trumbull
4.98 out of 5 average rating, 40 reviews

The Elijah Sterling House

JoyRating, 5 stars5 days ago
First - the host is beyond amazing- communication, warmth, welcoming. Second, the house is commodious, spotlessly clean, impressively stocked with everything! Fantastic location. And finally, the HOST- the angel host that you need for relaxing when in the area. I honestly can’t say enough good words for all that Rose offered. Sigh … 🤩 pure perfection!!
Guest favourite
Home in Milford
4.94 out of 5 average rating, 53 reviews

Sapphire Sandbar, beach house

RebeccaRating, 5 stars1 week ago
Went here for a girls weekend and we had the best time! Especially loved the covered outdoor area.
Top guest favourite
Home in Woodmont
5 out of 5 average rating, 96 reviews

Oceanfront Retreat: Modern Beach House

ShannonRating, 5 stars2 weeks ago
We had a relaxing overnight with our two pups! The bay/sound area is so peaceful. Our dogs enjoyed swimming before the tide came in and we kayaked along the shoreline. The inside was stunning and had everything you needed and more! We door dashed lobster rolls from the Bonfire Grille nearby (10/10) and ended the night in the hot tub! Coffee on the sunny patio was a great perk, too! Thanks again!!
Guest favourite
Home in Milford
5 out of 5 average rating, 6 reviews

Seaside Paradise

MustafaRating, 5 stars6 months ago
We stay 4 weeks at Jacqueline place, everything was great, did not have any problem. Place is exactly fit the advertising if not better and everything was clean and working. We find place and the area is so peaceful and quiet. Perfect location for someone just looking for rest in very beautiful neighborhood. Jacqueline was very responsive, easy to communicate, helpful and polite. I would definitely stay again and recommend for anyone needs a place feels like home away home.
Top guest favourite
Home in New Haven
5 out of 5 average rating, 67 reviews

3BD w/ Hot Tub + FRER EV | Close 2 Beach +Yale

ShebellRating, 5 stars2 weeks ago
Wow, I don’t even know where to start! My family and I just had the most incredible time celebrating my niece's 21st birthday. From the moment we arrived, Annie blew us away as the ultimate host! The house was decked out with beautiful decorations that truly made the surprise unforgettable. And guess what? She even had a magnificent birthday cake waiting for us! The house itself was absolutely gorgeous and so inviting. We felt right at home with an abundance of linens, towels, and toiletries—perfect for a group of five women! The jacuzzi was a dream, and the grill was all set for us to fire up some delicious meals. Plus, the kitchen was stocked with all the essentials and some delightful extras! Annie was always quick to respond to our questions, which made everything even easier. We were thrilled to find beach necessities already available, so we didn’t have to worry about bringing our own. There’s so much more I could rave about, but overall, this stay was amazing.
Top guest favourite
Home in Woodmont
4.99 out of 5 average rating, 76 reviews

Seaside Cottage: water views, walk to beaches!

JohanRating, 5 stars1 month ago
We had a great stay here! It's homely, everything is well stocked, and Ken is very helpful. We would love to stay again.
Guest favourite
Home in Milford
4.97 out of 5 average rating, 37 reviews

Coast to Coast Beach Home, Steps to the Beach

AliciaRating, 5 stars3 weeks ago
The home is even more beautiful than the pictures. The decor is beautiful and it was extremely clean. We booked our trip for - family of 6 very last minute MDW and Mary was so accommodating and extremely responsive. As other reviews mention the beach entrance on the street is for private beach access, so you just have to walk about 5 mins to the public beach. Overall, the house is so beautiful and easily accessible to anything you may need.
Guest favourite
Home in Milford
4.92 out of 5 average rating, 60 reviews

Modern Beach Getaway

GianaRating, 5 stars2 weeks ago
We had such an amazing time, the house was beautiful, clean and amazing modern beach house decor! The area is great, peaceful and quiet with great views of the beach and great food spots nearby. The host was super communicative and friendly which we really appreciated. Overall a great experience and would definitely recommend!

Quick stats about house rentals in Stratford

  • Total rentals

    120 properties

  • Nightly prices starting at

    ₹2,603 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