
Pet-friendly holiday rentals in Stratford
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Top-rated pet-friendly home rentals in Stratford
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Pet-friendly house rentals

Once a Pond - time and stress slow down.
We had a fantastic stay! Johanna and her husband were extremely friendly, helpful, and graciously hospitable. We felt very welcomed. They were very responsive to a few requests we had and even made up a futon as an extra bed when asked about sleeping arrangements for my family of five. We had a great time roasting s’mores over a campfire by the pond and my son caught his first fish. Great memories! On our next visit to Fairfield, this will be the first rental I will be looking for.

The Gait House at High Gait Farm
We had to find a place last minute due to some unexpected circumstances, and Lori was incredibly accommodating. We only needed it for one night to fit five of us, and the three-bedroom setup was perfect. She went above and beyond by offering early check-in and late check-out, and even brought us muffins and coffee since she knew we had to hit the road early. The space was cozy, clean, and very comfortable. The Wi-Fi was a little spotty at times, but it didn’t cause any major issues. All in all, a great stay — we’ll definitely be back next time we’re in town!

3br/2ba: Quiet & Cozy Getaway in Milford
This is a beautiful place to stay! Very clean and pleasantly decorated! Our family felt completely at home. We had everything we needed for our three-day stay. The kitchen was well-stocked, there were plenty of amenities and even a great selection of games that our family enjoyed playing. We were close to a couple of beautiful beaches and a wonderful cozy local coffee shop. Miguel and Kaitlyn are great hosts! Very responsive, helpful and friendly! We would highly recommend their place and would definitely stay again!

3BR Gem, 10 min to Yale, walk to Tweed
Everything was perfect. Peaceful neighbor. The host was helpful & responsive. I definitely recommend this property, will come again!

Charming 2BR Home | Fast Wi-Fi & Outdoor Space
Ritestay was a great place. We didn’t spend much time there because we were there to see our daughter. Would be perfect in the summer!!

Direct Lake Access - Priv Dock, Kayaks, EV Charger
The house was exactly as listed. Our group was two adults and 3 kids. The kitchen had what we needed to cook meals, bake cookies and make milkshakes. The beds were comfy. The showers were hot with good water pressure for all. We would stay here again!

New England Charmer
Erin was very responsive and approachable. She gave clear instructions on entry and exit to the house. It was cozy and clean and relaxing. He little touches of luxury were everywhere to be found. I would go again in a heartbeat.

Secluded Farmhouse - Studio Apartment Style Unit
We had the most amazing time and are hopeful to come back again! We also hired Jessica, a private chef, to cook dinner for us, and not only was she accommodating to our dietary restrictions and palate preferences, but more so so seemed to go out of her way to make sure we had the perfect meal and experience. I’m telling everyone about our visit and insisting that they go. Truly, this was an 11/10 experience.
Pet-friendly home rentals with a pool

Sunny 1BR Apartment
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit

Private Hudson Valley Country Retreat
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

Spacious Studio Apartment- near SBU
Great place to stay. There are occasional noises upstairs but area is nice and weight. Unit was very clean as well.

Pool House
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.

The Dahlia Villa within Westerhall Gardens
This is an exceptional property in every way, and provided an amazing weekend getaway for us. The design sense, amenities and attention to detail are all exquisite, inside and out. The cabin itself is lovely, somehow both modern and rustic, and the grounds with pond, landscaping and art pieces make for a lovely setting (including for dog walks). The location provides a great central hub, including hiking at Wonder Lake State Park literally 5 minutes away. We also went antiquing in Newburgh and shopping/dining in Cold Spring, both 20-30 minutes away. Lisa and Billy are considerate and friendly hosts, making clear they are available but not at all intrusive. We highly recommend this location.

A Hidden Gem! Cozy Cottage with huge Pool & Garden
We had a lovely family vacation at Claudia's house in Port Jefferson. We were there Easter weekend with some young children and Claudia was thoughtful enough to leave a basket of easter eggs with candy! The house was very comfortable with lots of seating and very comfy beds. Each room has an AC/heating unit that you could control with a remote which was really nice. The house was very spacious with a big sunroom in the front, a basketball hoop in the driveway and a nice seating area in the backyard with cushioned chairs. It really felt like we could spread out and socialize and our kids had a lot of fun playing outside. The backyard is big but very private with fencing and trees all around. Claudia was very responsive to any questions I had and accommodating of my requests. Port Jefferson is also a very fun town with lots of shopping and parks and playgrounds. If you have kids I recommend Rocket Park.

Pool opens 5/23! Huge, Eclectic… 1.5 hr to NYC!
The place was much bigger than the photos and we enjoyed the stay! especially the indoor fireplace and the house is beautifully decorated. Blake was a great host, she did a quick tour of the place when we arrived and gave us some flexible check out time because of the weather/road condition (thank you!) even though we left just before the check out time. Overall, it was a wonderful stay :)

Port Jefferson Convenient, Cozy and Chic!
Place was clean and reasonably priced for the area. Conveniently furnished with many kitchen appliances. Moderately noisy from the traffic (as you can expect close to the road) and typical noise from the rest of the house. Johnna was very easy to communicate with. Got greeted by a very cute cat as we parked outside :)
Private, pet-friendly home rentals

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven
We absolutely loved our quick getaway from the city at Kate’s lovely home. It is hard to articulate in words just how beautiful of a home and location this was. It was truly magical. We were very comfortable as a family traveling with young children. Despite the weather being a bit chilly, we had a wonderful time soaking the views and discovering “treasures” by the water. We cannot wait to come back again soon.

The Suite at Pound Ridge
Close to our friends and super easy to checkin and very clean & comfortable. Thank you, planning to return again and again. 11/10 !

Private and Serene home close to I-84 and shopping
We were looking for a last minute peaceful four day getaway and we found it here. We can’t stop talking about it. Although relatively close to everything we felt as if we were in the middle of a forest. The only sounds were the chirping of song birds and a woodpecker in the morning. Local restaurants are great and for us a trip to Yale University’s free museums and nearby antique shops rounded things out. The house is charming and Rio, our host , made sure we had everything. The few things we forgot from home were there! Wonderful experience all around.

*NEW LUX Northshore River KING, privacy deck/yard
We were in my husband’s hometown visiting family for the holidays and the entire experience was perfect. The location, the amenities, the homey charm. We’ll definitely be back!

Eclectic 2 BR, 1 Ba apt w/Free Off-Street Parking
Stayed here for about a month and felt right at home with spacious rooms and lots of amenities provided, being 20 degrees in winter the apartment stood very warm and clean and it was a wonderful place to call home for 30 days. Kisha was very helpful and responsive when I needed to communicate and she’s very kind. If I’m ever near the area in the near future I would definitely book here again no hesitation! Thank you!

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly
This was the perfect weekend getaway for 3 friends! The house was spotless and the perfect walking distance from the beach, a great coffee shop, and ice cream. Our hosts were so friendly and even let us check in a little early. The kitchen was well stocked for cooking dinners, the TV had all the apps one could need, and we enjoyed playing the board games that were provided. I will definitely be recommending for anyone looking for a quick, restorative trip out of NYC!

Charming Dog Friendly Suite On Scenic Property
Nice place located in a beautiful secluded house in a safe neighborhood. Gorgeous property. Our dogs were allowed and they were very comfortable. The amenities were exactly as described. Extremely clean and well maintained. The place was easy to locate and easy to access. It is convenient to many local stores and restaurants. Great, responsive hosts!

The Gardener's Cottage Dog friendly/weekly/monthly
Robin's gardener's cottage is just as billed-- a very peaceful and cozy cottage with all the amenities and a few creature comforts like a large screen TV with streaming services and good wifi, granite countertops. Having enough room for two and perhaps even sleeping 3 with the trundle bed is a magnificent value and a great getaway! The little alcove dining area is so nice! Thanks, Robin!
Quick stats about holiday rentals that are pet-friendly in Stratford
Total rentals
60 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
60 properties include access to Wi-Fi
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- Jones Beach
- Fairfield Beach
- Southampton Beach
- Rye Beach
- Yale University
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Rye Playland Beach
- Inwood Hill Park
- Point Lookout Beach District Park
- Bronx Zoo
- Cooper's Beach, Southampton
- Dunewood
- USTA Billie Jean King National Tennis Center
- Quotonset Beach
- Robert Moses State Park
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Giants Neck Beach
- Bethpage State Park