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

Beautiful chalet home - walkable to beaches
Incredibly comfortable for 4 adults and 3 kids. The house was well stocked with kitchen staples and games for the kids. We loved walking to the pond and exploring the beach. Andy was so responsive and kind. Would definitely stay again!

The Niche...crafted & forged
Loved staying here! You can hear the river from the front door, it’s cozy and clean, and very comfortable! Would stay again!

Mountain View | Ski Town | Fireplace |Hiking Trail
Caitlyn’s place made everybody feel right at home. Perfect weekend getaway will definitely stay again. Thank you!

Games•Roku•Essentials•Firepit•<1mile to White Lake
Had a great stay at Taylor’s place. It is built for short term as well as long term stay. He has used really great quality stuff which makes you feel like home. Kitchenware were new and best in class. On-site Laundary was really great. He has taken care of every minor details to make you feel special. We will definitely recommend.

LUX Designer Private Waterfront
We came here for a private getaway on our honeymoon and it did not disappoint. The price was a bit much, but for such a special time I felt it was worth it at the time I booked, and worth it it certainly was. beautiful, quiet, serene, it was perfect for a getaway. I would absolutely recommend, and I already have, this stay. 10/10

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
We had an absolutely wonderful time at Julie's lakeside home for Father’s Day weekend. The setting was serene, with beautiful views of the water, making it the perfect spot to relax and enjoy quality time together. The home was well-equipped and comfortable, offering everything we needed for a memorable stay. Julie was a fantastic host, ensuring that our experience was seamless and enjoyable. We truly appreciated the peaceful ambiance and thoughtful touches throughout the space. Highly recommend for anyone looking for a lakeside retreat!"

Cozy camp for swimming, water sports and more!
The Pancake House was the perfect getaway! Peaceful, relaxing, comfortable, and charming! The house is better than the photos can show, and offered plenty of space for fun and relaxation. We enjoy evenings by the fire after enjoying the sunset on the lake!

Waterfront property with hot tub near North Conway
We’ve stayed at this home twice now. Once in the winter and just now over Memorial Day. Both times it has been to reunite our family at a mutually convenient location. This place does not disappoint in either season for access and amenities for both the younger family members and the adults. Highly recommend
Pet-friendly home rentals with a pool

Storyland, golf, hiking, kayak and more
We had a lovely stay at the condo. It was the most comfy place to get snowed in. We received about a foot of snow the night we checked in and Seasons was very helpful to continually plow and shovel walkways. We explored the property and had fun sledding down hills with our tube. The condo is very clean and comfortable and has everything you may need. It was still decorated for the holidays which was a nice touch as well. The electric fireplaces worked great and were so pretty to look at. All of the furniture was very cozy and comfortable. The carpet throughout is great on cold days. We highly recommend a sleigh ride at Nestlenook farm if staying in the winter. Living Shores Aquarium is down the block and a great place to visit with kids. Diana’s Baths is a short drive away and beautiful to explore in the snow. Our daughter loved seeing the frozen waterfall. There are lots of restaurants nearby. We can’t wait to come back and see it during the summer months.

Attitash Retreat
Had a great time peaceful get-away with great mountain views. Climbing,swimming,snowboarding, and all outdoor sports within close distance. I would definitely stay again

Spacious Condo-Attitash Ski-Storyland-Saco & More!
Beautiful place to stay! Great amenities for the kids ! Will definitely go back ❤️

Cozy Top Floor-1 King, Mtn View, Jetted Tub, Pools
The place was so clean, quiet and peaceful. Secluded but so much to do in a short area. Can’t say enough good things. Will be coming back.

Bartlett N. Conway, NH condo ski near Storyland
We loved our stay and couldn't have felt more at home. Condo has everything you need and the hosts were so kind. Plenty of space for our family of 4 but could easily fit 6. Location is ideal for families to explore all Bartlett has to offer. Highly recommend and can't wait to come back!

The Golden Eagle - Mountain Lodge
Stayed here for a wedding & this place is so cute! Would definitely stay again! Great location & has everything you need!

An Amazing Mountain Getaway!
My family and I had an amazing weekend. Melissa was very responsive and flexible with checking in/out. Everything was clean, plenty of linens and towels, great location, comfy beds. 10/10. We can’t wait to be back!

Steep Falls Escape, river & falls just steps away
We loved our stay! A week was not long enough! Very open layout with lots of space. We loved having a washer and dryer! It was a pleasure to talk to Tom! Really a person you could talk to hours for! We left feeling like family, and couldn’t recommend the place more! If you’re looking to visit Maine or even the big city of Portland, I would recommend you look here. Being out in the country sheds a different light on all that Maine has to offer!
Private, pet-friendly home rentals

Victorian Retreat|Majestic Mountain Vistas|Hot-Tub
We absolutely loved our stay at the Stonewood Chalet! The house is absolutely beautiful, just like the pictures! The kitchen was stocked with coffee and very clean. The media room was amazing! We had so much fun gaming and watching movies. The hot tub was very relaxing and had a beautiful view of the mountains. Yogita is incredibly friendly and helpful and was very responsive when it came to any questions we had. The house is incredibly private and quiet while still only being 15 minutes away from tons of restaurants and shops in North Conway. We highly recommend this place for anyone looking for a wonderful relaxing time away! Thank you!!

Central AC| Game RM| Fire Pit|Beaches Nearby
We stayed with friends, 3 couples, and there was plenty of room. Everything was clean and comfortable and there were some nice extra touches: some snacks waiting in the kitchen, extra toiletries in the bathrooms in case you forgot something, a basket of comfy blankets next to the "wood" stove for snuggling, a good supply of wood for the fire pit. We would definitely return if we get the chance.

Cozy, Dog Friendly Cabin on Swift Brook!
We stayed for a few nights as a family with our toddler and really appreciated how clean and well-kept the space was. The host was incredibly responsive and helpful throughout our stay, which we really valued. While the space wasn’t a perfect fit for our needs with a little one (definitely more suited for adults or older kids in our opinion), but we absolutely made it work and had a fantastic stay! Overall, it was a peaceful stay and the host made everything easy. Thank you

Luxury Nordic Cabin | Lakefront w Hot Tub + Sauna
An absolute gem if you want to reconnect with family/nature, relax and unplugg. It was so peaceful and tranquil. my 5 year old son loved being in the loft stargazing at night. we would be sitting in the deck by the firepit for smores and some snacks every night. Truly, one of our best family trips. Kendra is also very responsive.

Little Miss Madison Mae-Swim SPA, MiniSplits,
Great Stay! We had family from 3 years old to over 80, and everyone had a great time. The added hot tub was amazing! It was a rainy weekend, and we stayed in more than we expected, but the home had plenty of fun activities and enough out-of-the-way places, so everyone was thrilled.

Modern Chalet: Pet-Friendly 3BD/2Bath | Kids Bunk
The tree pines place was charming . The house is surrounded by trees in peaceful location. What a pleasant experience was to drink morning coffee on th deck and looking at the lake. Lindsay was an amazing host, very friendly and responsive. The host recommended some great hikes and local places to visit. Thanks to Lindsay we fell in love with White Mountains P.S. My sister loved the place and didn't want to leave 😂

Cozy Home in the White Mountains
We had a wonderful stay at Tyler’s place. It was clean, great location, and was equipped with anything we could possibly need for our stay. When we needed assistance with the AC, Tyler took care of it right away. Couldn’t have asked for a better home and host. We hope to be back again! 😊

Modern Cabin: View, Hot Tub, 10min Walk to Lake
The cabin was the best AirBnb we've stayed in. Meticulously crafted space; flexible without feeling too big. The deck space continues the experience outside with fantastic views to the west. All the details have been curated here, with an intuitive kitchen space, comfortable and relaxed living room and ample bed/bath suites that made staying here so enjoyable. We would love to return to this cabin in the future! Highly recommend!
Quick stats about holiday rentals that are pet-friendly in Madison
Total rentals
80 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
80 properties include access to Wi-Fi
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- Sebago Lake
- Squam Lake
- Scarborough Beach
- Sunday River Resort
- Story Land
- Loon Mountain Resort
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Surfside Beach
- Franconia Notch State Park
- Fox Ridge Golf Club
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Cannon Mountain Ski Resort
- Palace Playland
- Ferry Beach
- Cliff House Beach
- King Pine Ski Area
- Purity Spring Resort
- Diana's Baths
- Dartmouth Skiway
- Dunegrass Golf Club