
Pet-friendly vacation rentals in Madison
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Top-rated pet-friendly home rentals in Madison
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Popular amenities for Madison pet-friendly home rentals
Pet-friendly house rentals

Casino Wine Down House
Beautiful, relaxing, clean Airbnb. Had an issue with the shower, which can happen anywhere, Mk was super responsive and came over quickly. Loved loved loved our stay here. Didn’t use the swimming pool due to weather but the screened deck with the Fire Pit and the superb game room saved the day. Thank you for hosting us will be back

Luxury Stay in Expansive Historical Home
The house was wonderful! We stayed for my daughter’s graduation and it couldn’t have been more perfect. The special touches like having the kitchen so well stocked and toiletries in all of the rooms was especially nice, and the house had plenty of room for everyone to relax and spread out. We thoroughly enjoyed our stay!

Oceanfront Retreat: Modern Beach House
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!!

“11:11” 🙏 Updated Stylish Retreat 🌊 2 Mi To Beach
This Abnb is absolutely adorable!! Loved every single thing about it. We stayed for my nieces wedding. Her rehearsal was at Chamard Vineyard which was only minutes away. The wedding was at Madison Beach Hotel quick easy 15 minute drive! I Highly highly recommend staying at this Abnb …Super clean, very spacious, tranquil sunroom, 4 bedrooms and 2 full bath! Anna was so nice and super helpful. Definitely would stay again ☺️

Secluded Farmhouse - Studio Apartment Style Unit
Great location, private and comfortable. Close to wineries and breweries. Very clean and convenient. I highly recommend.

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.

WaterviewsTakeWedding pics,CollegeTours Yale&Beach
Cannot say enough good things about this charming home! The house had beautiful bay windows with a spectacular view, large bedrooms with plenty of room, and was very clean. Directly across the street was a waterfront park with trails along the coastline that were a blast to explore. And it was close to everything. Highly recommend!

Charming 1806 farm house close to the CT River.
Vinnie was very responsive to all our questions. The house was clean, well stocked, and very roomy. Everything in the bathrooms worked well for an older house. The downstairs is well decorated and has lots of interesting furniture! There are a lot of table lamps so you'd want to be careful staying there with smaller children. Very comfortable family room with large TV. The location is picturesque and very private. We enjoyed our stay.
Pet-friendly home rentals with a pool

Charming Guest Cottage with Modern Amenities
This place is absolutely gorgeous. I spent quite a bit of time just exploring the grounds with my dog. It was too cold to use the pool but it was still beautiful to look at and a nice view while I was cooking/washing dishes. I appreciate the tour I received when I arrived to show me around. I would definitely recommend this place and hope to book again in the future.

Modern East Hampton Home w/ Heated Saltwater Pool
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.

Pool House
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!

Affordable In-Law Apartment in Brooklyn, CT
We had an excellent stay while attending our son's graduation at UCONN. The place was clean and homey, perfect when traveling back and forth. Our plans changed and we did not bring our dog, and Ashley was kind enough to refund us. My son goes back to UConn in the fall for his master's, and we know where we will stay again next May.

Charming apartment with breathtaking view!
Patrick and Monica were incredibly welcoming, making us feel right at home. They were communicative, helpful, and especially great with our dogs. We loved the property and left feeling fully rested. We would love to come back!

East Hampton Oasis - Pool and Hot Tub
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!

Stunning Views, Bucolic Bliss in 1790s Farmhouse
Only complaint would be the noise from road during the morning commute

Large heated pool, games room, near private beach
A beautiful house to always spend time with important people.
Private, pet-friendly home rentals

Life on the Farm
We loved our stay here for when we visited New Haven! The place was clean and worked perfect for our dog! We loved the farm outside and the peaceful and private area outside. Would stay here again!

Cozy East Rock apartment
Immaculate space. Comfy couch and bed. Soft linens. Easy check in. Nice, historic neighborhood. Highly recommend!

Enjoy a taste of New England Charm
Tracy's spot was as advertised . . . great location, walkable to restaurants, and well appointed. Definitely worth a stay!

Zion's Light Beach Cottage
We had a great stay at this cottage- it was a perfect size for our family and was extremely clean, warm and comfortable. We especially enjoyed the quick walk to the beach, and proximity to town. Hosts were very friendly and responsive but never intrusive. Would highly recommend.

Purple Button Factory Sleeps 6 Walk to Town Green
Our family had a beautiful stay at the Purple Button Factory. Charming and comfortable, this historic house was perfect for exploring Guilford. A special nostalgic trip for us as my children grew up here. Short walk to wonderful cafes and shops on The Green. We loved the birdlife and views from the back patio and absolutely fell in love with the picturesque sunny kitchen. Spent a lot of time gathered together there around the wooden table. Than you for sharing your home.

Clinton Beach Bungalow #4 Waterside Landing
We absolutely loved this little bungalow and can’t wait to come back! It is so close to the beach and there are a couple restaurants and bars within walking distance. A ton of other restaurants and bars less than a 10 minute drive away. And Trish is one of the nicest people I’ve ever met! We chose this Airbnb specifically because it was dog friendly and really wanted to give our oldest girl (13) at least one more beach vacation. Trish was super accommodating with the dogs and the beach was calm and perfect for them.

Page Guest House
We were in town for a family Christmas party and were very happy staying at The Page Guest House. It was the perfect choice, especially since my 91-year-old mother was with me. The walk-in shower and the small step to get in made it easy. As former residents of Guilford, I highly recommend this centrally located, cozy guest house to anyone visiting the area.

Yamagoya House
Alex’s home was a vintage design beauty! You could tell how much thought and detail he put into his home. The amenities were wonderful, including a gorgeous living room, great sound system, well-stocked kitchen, outdoor wood burning chimney, BBQ, and bucolic tree-surrounded hot tub (which we loved). But the best part was Alex himself. What a nice guy! He welcomed us at check-in with delicious freshly baked sourdough bread and homemade ginger cookies later in our stay. He also gave us fantastic advice on things to do in the area. Overall, you’ll love this home nestled in the CT woods!
Quick stats about vacation rentals that are pet-friendly in Madison
Total rentals
40 properties
Nightly prices starting at
G$16,719 GYD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Seaside Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Bushnell Park
- Calf Pasture Beach
- Heckscher State Park
- Jennings Beach
- Silver Sands Beach
- Sunken Meadow State Park