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

Superhost
Cottage in Ledyard
4.88 out of 5 average rating, 207 reviews

Waterfront cottage overhanging the water!

JenRating, 5 stars3 weeks ago
We thoroughly enjoyed our time at the cottage. It was so very peaceful and we loved being literally right around n the water! Slept amazingly well and the cottage was just lovely! Robert was also a great host. 5 stars all around and we hope to return again!
Superhost
Cottage in Litchfield
4.86 out of 5 average rating, 346 reviews

Litchfield-Hot Tub-Shops & Eats-Vineyards-Hikes

LisaRating, 5 stars6 days ago
My boyfriend and I had a nice and relaxing one night stay at Martin’s place. It’s a cute house and we enjoyed relaxing in the hot tub! Martin was responsive and communicative. Overall a nice little getaway.
Top guest favourite
Cottage in Plymouth
5 out of 5 average rating, 20 reviews

Lakefront Escape | Cool Tub | Game Room | Fire Pit

RamonRating, 5 stars4 days ago
Such a lovely home! actually better than I expected! Will definitely book again. It’s honestly a no brainer after staying there. I can recommend this place 100%!
Guest favourite
Cottage in Bethlehem
4.98 out of 5 average rating, 107 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmyRating, 5 stars5 days ago
I wanted a weekend getaway for my son’s 13th birthday that landed on Friday the 13th, I came across this cabin airbnb and decided to book and give it a try. this location is an hour away from our home and gave us that peace of paradise we were looking for. the cabin felt like home and had everything you can possibly need. I honestly wish I can give higher than a 5 star because this cabin was perfect. I’ll be booking again for a winter weekend getaway. thank you for hosting my family and I.
Superhost
Cottage in Kent
4.84 out of 5 average rating, 234 reviews

NEW - Hot Tub - Mohawk Mtn - Appalachian Trl

RonRating, 5 stars1 month ago
Martin was a very responsive host! The property was great overall.
Guest favourite
Cottage in Ledyard
4.93 out of 5 average rating, 254 reviews

Lakeside cottage with beautiful views up the lake!

KerriRating, 5 stars3 weeks ago
We always love going to this cottage. It’s our favorite. It’s actually one of our favorite places. To go a few times a year winter summer. We just spent memorial weekend there. A little doggies loved it. Home away from home so cozy. Bobby the host is wonderful. My daughter boyfriend came up and they absolutely loved it and my son came from Texas to spend one night. It was his first time there he loved it. We already planning on going back. Fantastic getaway. If you need to distress and want calmness. This is the place to come to. And the town of Mystic has great restaurants Like I said it’s our favorite place to come to and I’ve been to quite a few…. Just got home today and I’m seeing if I can book some sometime in October to go back we love it.
Cottage in North Fork
4.69 out of 5 average rating, 197 reviews

Lovely 2 BR Beach House No. Shore

MagaliRating, 5 stars3 weeks ago
beautiful house, great location and very nice and peaceful neighborhood close to the beach and the vineyards the house is very well equipped ! Richard was very nice and even find a little bed for our baby boy ! thanks !
Cottage in Old Lyme
4.82 out of 5 average rating, 224 reviews

Private Beach Cottage

GraceRating, 5 stars3 weeks ago
Great communication with host, beach within walking distance was so nice, overall good spot within 30 mins of mystic aquarium and Foxwoods casino

Pet-friendly cottage rentals

Guest favourite
Cottage in Middlefield
4.92 out of 5 average rating, 247 reviews

Lake Beseck cottage

MaryRating, 5 stars3 weeks ago
We loved our stay here. It was the perfect place for two of us and our dog. The home was just as described, welcoming, cosy and well equipped, and we appreciated all the local recommendations. We enjoyed local walks, the lake, and the great dog park, as well as easy access to Middletown to visit our son. Elisabeth and Daniel were fantastic hosts!
Guest favourite
Cottage in Newtown
4.93 out of 5 average rating, 256 reviews

Private and Serene home close to I-84 and shopping

LauraRating, 5 stars5 days ago
Very communicative and perfect description of what was expected.
Top guest favourite
Cottage in Ledyard
4.91 out of 5 average rating, 112 reviews

Mystic, CT Pet-Friendly Cottage with Hiking Trails

OliviaRating, 5 stars1 month ago
My sister, dog and I stayed at the cottage for the weekend and had a great experience! Erika is a wonderful host and the property is beautiful. The cottage itself was exactly as pictured. Breakfast in the inn, cooked with natural and organic ingredients, is an absolute must. The location of the inn is great as well, with direct access to the Lantern Hill trail (which our dog loved) and only a short drive from downtown. Would definitely recommend staying here!
Guest favourite
Cottage in Deep River
4.92 out of 5 average rating, 26 reviews

Serene Waterfront Cottage

RobertRating, 5 stars1 month ago
We love it here! Our home away from home! Since we’ve moved out of Connecticut, this is the perfect place to stay when we come for a visit. Farah is the best host, and we love everything here! Especially her amazing gift basket! Bella always loves her surprises!
Top guest favourite
Cottage in Redding
4.93 out of 5 average rating, 265 reviews

Cozy Cottage by the pond

Maria Rating, 5 stars1 week ago
Jamie & Rose are the consummate hosts: clear communicators, friendly, helpful and supportive of their guests' (and their animals') experience. The cottage is New England cute on steroids, and super private. All was tip top, first rate for a country cottage experience. Thanks for making our experience so smooth and relaxing.
Top guest favourite
Cottage in Fairfield
4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars10 months ago
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.
Guest favourite
Cottage in Montauk
4.91 out of 5 average rating, 599 reviews

Montauk Oceanview

ChristopherRating, 5 stars3 days ago
My girlfriend and I had an amazing time at Ron’s Cottage, it was beautiful and incredibly peaceful, very easy to get around steps from the beach. Listening to the waves crash on the beach from the kitchen was my favorite part. 10/10 wound stay again!
Superhost
Cottage in Westbrook
4.55 out of 5 average rating, 22 reviews

Remodeled Cottage Private Old Kelsey Point Beach

LuanneRating, 5 stars9 months ago
Had a great stay. Very comfortable and well equipped. Close to shopping, restaurants, and a quick and easy walk to a private beach! Definitely want to stay again next year.

Private cottage rentals

Guest favourite
Cottage in Lordship
5 out of 5 average rating, 33 reviews

Waterfront Beach Cottage in Connecticut

ErikaRating, 5 stars1 week ago
Eglantine’s place was an absolute DREAM! The pictures do not do it justice, it is much bigger than expected! It really feels like you are on your own private beach. It is so private and calm and peaceful. Both indoor and outdoors are absolute perfection and no matter where you sit, it’s the best seat in the house. Eglantine is also extremely friendly and always responsive. We most certainly would recommend her place to anyone looking for a peaceful and beautiful getaway and would love to book again sometime soon!!
Top guest favourite
Cottage in Westbrook
4.99 out of 5 average rating, 69 reviews

Beautiful Updated Cottage walk to the Beach

KrisRating, 5 stars2 weeks ago
Joe’s place was really nice and in a great location. One block from the public beach in Westbrook, it’s in an area where there are lots of great restaurants and cute breakfast places. Joe was proactive in reaching out to ask if I needed anything. Great stay!
Guest favourite
Cottage in East Haddam
5 out of 5 average rating, 14 reviews

Cozy Lakefront Cottage Perfect for Families

CassidyRating, 5 stars3 weeks ago
What a beautiful view! We had a great time despite the weather. The house was very comfortable and the location right on the lake is hard to beat.
Top guest favourite
Cottage in Branford
4.98 out of 5 average rating, 95 reviews

Enchanted Cottage on the Marsh, walk to beach

MattRating, 5 stars2 weeks ago
I had a wonderful relaxing time in this charming, well-apportioned cottage. There is a beautiful view over the marsh to short beach and it’s a great spot to see local birds - herons, red-winged blackbirds, etc. A trolley line that’s been converted to a hiking trail runs through the marsh and makes for a great walk. Lots of other fun walks nearby. it’s very quiet and cozy but still just a quick 10 minute jaunt to New Haven The piano and turntable were neat features and the house was nicely maintained and decorated. You can tell the host is very attentive to detail and committed to keeping things pristine. He was also super friendly and responsive I would gladly return to this spot next time Im in the area and heartily recommend to anyone looking to relax and recharge
Superhost
Cottage in Woodmont
4.86 out of 5 average rating, 83 reviews

Cheerful 3 Bedroom Cottage with Fire Place

JessicaRating, 5 stars1 week ago
We had a great stay at Jonathan's cottage. The location could not be beat - right on the beach. Jonathan was very easy to communicate with and quick to respond. There were a couple of minor hiccups that occurred but Jonathan was quick and responsive. Overall, a beautiful home in a great location.
Superhost
Cottage in Westbrook
4.83 out of 5 average rating, 12 reviews

Oceanside home steps to private beach!

EmmaRating, 5 stars11 months ago
Spent the weekend here for my husband’s birthday with our kids. They loved the big private beach. Almost no one else was on it. We needed an air mattress for our daughter and they quickly brought one over. The place was STOCKED with everything you could need!
Guest favourite
Cottage in Branford
4.97 out of 5 average rating, 71 reviews

Ocean view cottage in Indian Neck

SheriRating, 5 stars1 month ago
This home was a restful, peaceful retreat from a busy graduation weekend. We walked on the beach, enjoyed the careful, relaxing decor, and were happy to find coffee and an iron available. Our family truly enjoyed this house!
Guest favourite
Cottage in Old Lyme
4.92 out of 5 average rating, 65 reviews

Chic Coastal Retreat with Short Walk to Beach

PamelaRating, 5 stars1 week ago
This beach house is super cute. I did have trouble with the lock box, but, that could have been operator error. Super cute, super clean, super responsive to questions.

Quick stats about cottage rentals in Madison

  • Total rentals

    10 properties

  • Nightly prices starting at

    $167 SGD 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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