
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

The Niche...crafted & forged
The niche was exactly what we were looking for. Beautiful grounds, extremely comfortable furniture, and close to all the hikes we wanted!

Beautiful, Peaceful, Maine Getaway House
This is our second time staying here in the past month and absolutely one of our all time favorite Air BnBs. It’s modern yet rustic and has a Huge yard even with some little walking trails in the woods. It’s been pristine both times we’ve been there and just looks spotless!! We love the ceiling fans in the home and the comfy large bed!! Our fave is the oversized chair to watch movies in!! We will continue to come back here !!

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

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!

River Access, hot tub, dogs!
We all loved the house and the set up. It was very comfortable and spotless. It would be a wonderful place to stay in the winter especially with the hot tub and fireplace and the enclosed outdoor room. The fairy lights were a nice touch at night. The albums and record player were an unusual amenity and had we been there longer we certainly would have used it. The kitchen was completely stocked with everything you needed. Because it was spring and had been a rainy and buggy pollen season we did not take advantage of the seating and fire pit outdoors. I would definitely recommend this house to interested parties.

Stunning Design|HTub|Game Rm|Camping Theme Bedrm
We all had a fantastic stay at this beautifully designed Airbnb! The space is thoughtfully curated with high-end furniture and stylish décor that made it feel both luxurious and incredibly comfortable. Every detail has been considered, from the cozy atmosphere to the well-equipped kitchen and amenities — it truly felt like a home away from home. Darryl was also outstanding — very responsive, helpful, and made the check-in process seamless. I highly recommend this place to anyone looking for a relaxing and elevated stay.

Farmhouse Retreat, Dog Friendly w/ Stunning View
This is a wonderful place to get away, Leah is an amazing host and is very responsive to any questions. The house was better than described and is in a beautiful setting with a picture perfect view from the deck. Leah also gave us the discount for it being just myself and my fiancé. All in all I highly recommend, the house will not disappoint.
Pet-friendly home rentals with a pool

White Mountains Hiking Dogs Storyland Family
Wife and I had a great time at Fairley’s place. Condo was as advertised, clean with all the utensils you need. The resort has a clubhouse with all great amenities. Location is great! We would definitely like to rent again.

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
This was our 2nd time staying at a unit hosted by ace on this resort and we will definitely return again! You get that private feel of a home with all the benefits of a hotel, not to mention beautiful Mountain Views when you step right out the door! Great location, 15 mins from Conway and we drove 30 min the other direction for the Mount Washington tour drive and we still wish we could’ve stayed longer. Our dog was more than welcome for a small pet fee. Highly recommend!!

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!

Spacious N Conway Retreat | Hike, Ski, Swim, Bike
Perfect for our group of 4, plenty of space. Much bigger than I thought after viewing the pictures. Everything was clean and worked great. We took full advantage of the kitchen and there were plenty of cook and eat ware. Quick 4 minute drive to Attitash, close enough to go home for lunch. Loved that we were able to bring our dog too! Check in and check out were super easy. We will certainly be back next Winter for our Attitash weekend. Highly recommend staying with Lory for your North Conway, Attitash, Storyland, or Wildcat vacation. Thank you Lory!

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!
Private, pet-friendly home 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!

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!!

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!

Indoor Saltwater Pool | Sauna | Mountain Views
We enjoyed our stay very much. The host was very accommodating and quick to respond to requests or questions. The views were amazing, beds were very comfortable. Wonderful place to stay!!

Saco River Frontage
Peter’s place is comfortable and has a homey feel. The yard is nice and private. The house is well kept and provides ample space and amenities. We enjoyed the river/beach access and the serenity of the area. We would definitely look forward to another stay in this home.

Cozy Mountain Cabin for Quiet Getaway
A great place for quiet, with a babbling brook, a barbecue grill, and a firepit. Kitchen had all the essentials and everything was spotless.

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.

Spacious 3 bedroom Mountain Chalet -Conway, NH
Yanire is an amazing host! I was pleasantly surprised by how quick the responses were to any question I had. The place is beautiful and spotless. Yanire was nice enough to offer some local restaurants and attractions which were perfect! Can’t recommend this place enough!
Quick stats about holiday rentals that are pet-friendly in Madison
Total rentals
80 properties
Nightly prices starting at
$90 SGD 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
Wifi availability
80 properties include access to wifi
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- Sebago Lake
- Squam Lake
- Scarborough Beach
- Sunday River Resort
- Story Land
- Loon Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Surfside Beach
- Attitash Mountain Resort
- Mount Washington Cog Railway
- Franconia Notch State Park
- Diana's Baths
- Fox Ridge Golf Club
- East End Beach
- Cliff House Beach
- Palace Playland
- Dartmouth Skiway
- Ferry Beach
- Funtown Splashtown USA
- Cranmore Mountain Resort
- Purity Spring Resort
- King Pine Ski Area
- Bald Peak Colony Club