
Cottage vacation rentals in Madison
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Madison
Guests agree: these cottages are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Madison cottage rentals
Cottage rentals with a hot tub

Luxury cottage by the sea with hot tub and pool
We loved this airbnb and stayed for 3 weeks. It sits right on the edge of the marsh with an extraordinary view. We greatly enjoyed how a short walk away is Chaffinch Island, which is a gorgeous park full of tides pools and hackberry trees. The space was clean and comfortable and Mary was a fantastic host. You can see a lighthouse on an island 3 miles out sea from all the rooms, even the main bed.

Cozy Lakefront Cottage w/Swim Spa & Firepit
Just as listed...small cottage by the water and the view was stunning! I liked relaxing in the swim spa or by the calming lights and sounds of the fake electric fire-- definite cozy vibes! The kitchen is clean and well stocked with utensils etc. Feyza was great about checking in. Thanks!

4 Br Beach House; Short Walk to Beach!
Beautiful large home, clean linens, plenty of towels, bathtub worked great. John was very responsive and helpful. Slept 9 people comfortably. The living room area was cozy with an indoor fireplace and the kitchen was large with a large oven and dishwasher. Five minute easy walk to a beautiful quiet beach. Highly recommend this place.

Summer Escape w/ Cool Tub + Lake Access
Our family of five loved staying at Yoka and Val's place. The location is very quiet with a peaceful pond across the street. The house itself is very clean and comfortable with everything you need - towels, soap, shampoo, conditioner, coffee and spices - easily available. The beds were also very comfortable. The best part, of course, was the private hot tub in the back yard. It was set in a canopy for extra privacy and wind protection. We loved it. We would definitely stay here again if in the area.

Lakeside cottage with beautiful views up the lake!
We had a relaxing, peaceful time at Bobby's place. It's wonderful to wake up right on the water. He was very communicative. It is quiet, but still close enough to everything. We had an enjoyable experience.

Lovely 2 BR Beach House No. Shore
Great spot for a long weekend! Wonderful location close to the beach and local wineries. Richard was a great host offering lots of recommendations and clear instructions for check in and using available amenities.

Private Beach Cottage
This well-appointed space is perfect for two people. Old Lyme is justly famous for its Florence Griswold Museum, as well as one of the better historic main street walking tours. (Currently, there's an exhibit at the museum about Old Lyme's slave-owning past.) And, then, of course, there's the ocean. Remember to ask your hosts about their beach parking pass. P.S. You may also need to bring your own coffee for the drip system.

The Lil Nauti Cottage, Steps To Fairfield Beach
Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.
Pet-friendly cottage rentals

Lake Beseck cottage
Was the perfect little get away for us. And it was nice to find a place that accommodated the dogs so well. We appreciated being able to get to places easily but at the same time have a peaceful place to return to.

Welcome to The Holly at Amston Lake
Such a great stay! The area is beautiful, and you can see the water right from the front deck. The Airbnb itself is so cute, with great little touches, like a coffee bar, fire pit, and great views. It was a really peaceful stay, and our pups loved it too.

Charm + location. Walk to beach, town, & harbor.
This was my fifth stay in Jeanne's wonderful cottage! The cottage gets better and better each time I visit: a newly renovated bathroom, redecoration in lighter/brighter colors, etc. The home is extremely well stocked - every kitchen item you might need (including loads of glasses/plates/silverware, pots/pans, etc.), thick towels, extra blankets and throws, and lots of cleaning and paper products. There are plenty of cozy places to sit and relax, both indoors and out. The best thing of all is Jeanne herself, who is without a doubt the most generous host I've encountered on AirBnB. She is friendly, communicates proactively, and is quick to respond to any issues/questions. She truly opens her home to her guests, encouraging visitors to use the space fully and to make themselves at home. The cottage is an easy walk to the beach ane/or to town and is lovely, homey, and peaceful. I'll definitely return!

Cozy Cottage by the pond
My husband and I had a great stay. James and Rose are super helpful hosts. It’s a great place to relax and enjoy nature. Walking distance to a lovely park they recommended with tons of hiking trails and very quiet.

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly
We had nice weekend at the cozy cottage. We loved that it was pet friendly and a short walk to the beach. Cameron was very friendly and responsive. She offered great suggestions for food and activities.

Montauk Cottage Escape
Wonderful time staying at Milton and Megan's. The location was perfect and the home had everything we needed and more to work remotely for the week. Thank you!

Your Nest Near The Beach
This has hands down been the best winter Airbnb I’ve ever had. Even though it has a beach theme, this could easily double as a winter wonderland cabin. I came here with my boyfriend to celebrate his birthday and before we left we were already planning our next trip back! This is hands down the cleanest feeling airbnb we’ve ever stayed at. They really put effort into making this place feel like a loved home. Everywhere you look theres a nod to the theme in home! The heating/cooling in the house is seriously impressive. The customizable fireplace upstairs (be careful on the stairs!) was a dream. Stargazing at night was incredible. I missed the sunset sleeping in on the incredible bed but the sunrise was AMAZING. Direct view on the front porch! Seeing the moon through the skylight while still being comfy on the couch and watching tv was absolutely terrific. From the endless amenities to the delicious food in the area, I can’t stop praising this place. Thank you guys for the great stay!

Peaceful Riverfront Cottage w/Dock, Walk to Beach
We stayed here as we needed a stop over. The house is isolated and the terrace overlooking the river is fully private. We had a great time sitting outside and enjoying the peace. Bonus: it’s walking distance to the nearest beach. Would recommend and stay here again.
Private cottage rentals

Beautiful cottage on East End
Vincent’s place was great for my husband, myself, our baby and my parents to stay when visiting Jamesport for a wedding. Beautiful cottage, close to everything, and Vincent was very easy to communicate with. Would stay here again

Large Waterfront Cottage on Historic Estate
We had a lovely time spending the long weekend on Shelter Island. This private bungalow is on a property w other homes, but you still have privacy and feel secluded. The beds were so comfortable and the house was stocked with everything you need for your stay. The host was gracious and very responsive which I really appreciate. We would love to stay here again. It looked just like the photos and was so clean! I also loved the color theme for each room. Thank you again!

Renovated beach cottage a block from private beach
April’s cozy beach cottage was perfect for my elderly parents. Everything was spotless, and although tiny, the kitchen was fully stocked with a large refrigerator and full stove, microwave etc. both the bed and the sofa were v comfortable and most importantly, April made sure there was AC in every room, even the cute porch. There’s an outdoor shower which is super convenient. You can easily walk to the beach, go to the arcade, kokomos, a crepes place and the carousel and gift shop. Very peaceful retreat. Must also mention how cheerfully it’s decorated and how spotlessly clean! Just lovely.

Hop Skip and a Jump to the Beach
Our first ever stay at 'Hop Skip and Jump' really met all of our expectations and needs for the week of 8/10-8/17/24! I have never in my 70+ years of spending a summer week in Old Lyme been so enveloped with 5 star luxury while at the Beach! I would recommend this rental to any small family or a group of girlfriends! Hop

Cottage in Calverton
Perfect for our weekend getaway. Very clean and relaxing and close walk to a cute little beach. We would stay here again!

Go Jump in the Lake!
We loved our stay at the cabin! It was clean, the kitchen was well stocked for cooking, and the location was beautiful. We stayed for a few days and celebrated our early family Christmas here. It ended up snowing, which made the surrounding Connecticut forest even more beautiful. We found the cabin cozy and peaceful, with the town just 10 minutes away for anything we’d need. I definitely plan to keep this listing in mind for next time I’m visiting family in Connecticut.

Remodeled Cottage Private Old Kelsey Point Beach
Cheryl's place was adorable! I felt right at home in the cosy open concept living space. My mom crashed the weekend portion of the trip which was nice. My cat Mushu had a wonderful time and we even went outside. The beach was about a four minute walk for me, and a breathtaking view as you approach. Cheryl had everything necessary and mentioned. Next time I'll be sure to bring coffee filters and sugar. There were unexpected amenities too like paper towels and trash bags, and candles. There were also tons of spare toiletries like shaving cream and shampoo and conditioner and body wash. Thanks again!

Adorable Cottage
It was such a peaceful stay. It was our second time here. The cottage was exactly as described and wonderful amenities, especially the bikes. The host was very responsive and the cottage was spotless.
Quick stats about cottage rentals in Madison
Total rentals
10 properties
Nightly prices starting at
$130 before taxes and fees
Total number of reviews
440 reviews
Family-friendly rentals
10 properties are a good fit for families
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Destinations to explore
- The Hamptons Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Hudson Valley Vacation rentals
- Boston Vacation rentals
- Cape Cod Vacation rentals
- Jersey Shore Vacation rentals
- Pocono Mountains Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Rentals with outdoor seating Madison
- Beachfront rentals Madison
- Apartment rentals Madison
- Family-friendly rentals Madison
- Rentals with a washer and dryer Madison
- Kid-friendly rentals Madison
- Rentals with a patio Madison
- Rentals with beach access Madison
- Rentals with a fireplace Madison
- House rentals Madison
- Rentals with a fire pit Madison
- Beach house rentals Madison
- Waterfront rentals Madison
- Pet-friendly rentals Madison
- Cottage rentals Connecticut
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Ocean Beach Park
- Cooper's Beach, Southampton
- Quotonset Beach
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Woodmont Beach
- Giants Neck Beach
- Seaside Beach
- Blue Shutters Beach
- TPC River Highlands
- Clinton Town Beach
- Jennings Beach
- Amagansett Beach
- Shennecossett Beach
- Sunken Meadow State Park
- Marvin Beach
- Anchor Beach
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes