Cottage holiday rentals in Madison

Find and book unique cottages on Airbnb

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Popular amenities for cottage rentals in Madison

Cottage rentals with a hot tub

Guest favourite
Cottage in Guilford
4.95 out of 5 average rating, 177 reviews

Luxury cottage by the sea with hot tub and pool

Jennifer And JonRating, 5 stars3 months ago
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.
Top guest favourite
Cottage in Burlington
4.98 out of 5 average rating, 112 reviews

Cozy Lakefront Cottage w/Swim Spa & Firepit

Mary-CatherineRating, 5 stars3 days ago
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!
Superhost
Cottage in Amagansett
4.87 out of 5 average rating, 23 reviews

4 Br Beach House; Short Walk to Beach!

EveRating, 5 stars3 months ago
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.
Top guest favourite
Cottage in Plymouth
5 out of 5 average rating, 13 reviews

Lakefront Retreat |Summer-Ready Backyard + Hot Tub

AnanyaRating, 5 stars1 week ago
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.
Guest favourite
Cottage in Ledyard
4.93 out of 5 average rating, 248 reviews

Lakeside cottage with beautiful views up the lake!

JimRating, 5 stars2 weeks ago
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.
Cottage in North Fork
4.69 out of 5 average rating, 195 reviews

Lovely 2 BR Beach House No. Shore

KateRating, 5 stars6 months ago
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.
Cottage in Old Lyme
4.82 out of 5 average rating, 217 reviews

Private Beach Cottage

BillRating, 5 stars4 days ago
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.
Guest favourite
Cottage in Fairfield
4.75 out of 5 average rating, 8 reviews

“The Lil Nauti” Newly Updated! 1 block to beach!

MarilynRating, 5 stars20 months ago
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

Guest favourite
Cottage in Middlefield
4.92 out of 5 average rating, 245 reviews

Lake Beseck cottage

NicoleRating, 5 stars4 months ago
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.
Guest favourite
Cottage in Hebron
4.89 out of 5 average rating, 135 reviews

Welcome to The Holly at Amston Lake

StephanieRating, 5 stars2 days ago
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.
Guest favourite
Cottage in Guilford
4.93 out of 5 average rating, 267 reviews

Charm + location. Walk to beach, town, & harbor.

AllisonRating, 5 stars1 month ago
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!
Top guest favourite
Cottage in Redding
4.93 out of 5 average rating, 259 reviews

Cozy Cottage by the pond

MaryEllenRating, 5 stars2 weeks ago
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.
Guest favourite
Cottage in Milford
4.95 out of 5 average rating, 315 reviews

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly

AnnRating, 5 stars1 week ago
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.
Guest favourite
Cottage in East Lyme
4.97 out of 5 average rating, 274 reviews

Your Nest Near The Beach

ShanieceRating, 5 stars2 months ago
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!
Guest favourite
Cottage in Westbrook
4.89 out of 5 average rating, 154 reviews

Peaceful Riverfront Cottage w/Dock, Walk to Beach

DamienRating, 5 stars6 days ago
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.
Superhost
Cottage in Rocky Point
4.93 out of 5 average rating, 160 reviews

Adorable cottage

JoAnnRating, 5 stars4 months ago
Angela was a great host and very accommodating after an unfortunate personal event we encountered just after arriving. The cottage was very comfortable and immaculately clean. Love the keyless entry. Neighborhood is quiet and we felt extremely safe. Deer pass through the yard throughout the day and what's more beautiful than that!!! We absolutely recommend Angela as a host and would not hesitate to book again in the future.

Private cottage rentals

Guest favourite
Cottage in Shelter Island
4.78 out of 5 average rating, 55 reviews

Large Waterfront Cottage on Historic Estate

JainéRating, 5 stars6 months ago
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!
Superhost
Cottage in Westerly
4.88 out of 5 average rating, 65 reviews

Privately Located Beach Cottage Escape

LindaRating, 5 stars7 months ago
We knew we weren't going to be on the beach but we wanted to be near the beaches and we were. The cottage was a little Gem in a secluded area off a main road with a private neighborhood behind. The landscaping was so adorable with Adirondack chairs and a fire pit w/ outdoor bbq & seating area. It was cutely decorated with a newer kitchen & ALL the things needed for your stay! The loft bedroom was so cool & games in the L.R.! Our family had a wonderful gathering and fun stay. The beaches were beautiful and we got to bring our dog, Freedom along for the fun! We'd stay here again!
Guest favourite
Cottage in Old Lyme
4.88 out of 5 average rating, 40 reviews

Renovated beach cottage a block from private beach

EllenRating, 5 stars9 months ago
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.
Guest favourite
Cottage in Old Lyme
4.97 out of 5 average rating, 35 reviews

Hop Skip and a Jump to the Beach

NancyRating, 5 stars8 months ago
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
Superhost
Cottage in North Fork
4.91 out of 5 average rating, 53 reviews

Cottage in Calverton

KaitlynRating, 5 stars8 months ago
Perfect for our weekend getaway. Very clean and relaxing and close walk to a cute little beach. We would stay here again!
Guest favourite
Cottage in Lebanon
4.87 out of 5 average rating, 148 reviews

Go Jump in the Lake!

KellyRating, 5 stars4 months ago
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.
Guest favourite
Cottage in North Fork
4.95 out of 5 average rating, 42 reviews

Adorable Cottage

GiordanaRating, 5 stars1 week ago
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.
Superhost
Cottage in Waterford
4.62 out of 5 average rating, 13 reviews

Private Two-Bedroom Cottage

BrandyRating, 5 stars9 months ago
Absolutely loved the little cottage. Clean, and clutter free. My family and I will definitely be back!

Quick stats about cottage rentals in Madison

  • Total rentals

    10 properties

  • Nightly prices starting at

    £98 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

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