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Cottage vacation rentals in Madison

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Popular amenities for Madison cottage rentals

Cottage rentals with a hot tub

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

Waterfront cottage overhanging the water!

JenRating, 5 stars2 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!
Guest favorite
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 !
Top guest favorite
Cottage in Plymouth
5 out of 5 average rating, 20 reviews

Lakefront Escape | Cool Tub | Game Room | Fire Pit

RamonRating, 5 starstoday
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%!
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
Guest favorite
Cottage in Fairfield Beach
4.75 out of 5 average rating, 8 reviews

The Lil Nauti Cottage, Steps To Fairfield Beach

MarilynRating, 5 stars22 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.
Guest favorite
Cottage in Kent
4.88 out of 5 average rating, 84 reviews

1 Bed Pond Cottage w/ Pool/Hot tub/Sauna access

LucyRating, 5 stars3 weeks ago
Sarah's place is an absolute gem! From the beautiful views and serene atmosphere to the cozy cottage and amenities, our experience was truly special. While the weather didn't cooperate for us to use the pool, and the hot tub wasn’t available, we made the most of the sauna and spent time enjoying the rest of the property. The lake views and peaceful surroundings, made our stay unforgettable. Sarah, Anya, and the whole family were extremely welcoming and great hosts. They made sure we had everything we needed and were always quick to respond to any questions. The property offers everything you need for a relaxing getaway, and it’s conveniently close to Kent for some great outings to restaurants and shops We highly recommend this spot for anyone looking for a quiet retreat with nature and serenity. We’ll definitely be back!
Guest favorite
Cottage in Bethlehem
4.98 out of 5 average rating, 106 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AmyRating, 5 stars1 day 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.

Pet-friendly cottage rentals

Guest favorite
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!
Top guest favorite
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 favorite
Cottage in Deep River
4.92 out of 5 average rating, 26 reviews

Serene Waterfront Cottage

RobertRating, 5 stars4 weeks 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 favorite
Cottage in Redding
4.93 out of 5 average rating, 264 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 favorite
Cottage in The Hamptons
4.93 out of 5 average rating, 163 reviews

Montauk Cottage Escape

HannaRating, 5 stars2 weeks ago
We absolutely loved our stay at Milton & Megan's Montauk house! It was perfect for a group of 4 (2 couples) there for a 4 day trip. The house is very quiet & peaceful, with lots of outdoor space, but also very walkable to town. The house was super clean, and everything was very easy to find. The bedrooms had lots of closet space, the TV was easy to set up, and all the amenities listed on the website were accurate. We'd love to come back again and stay. Thanks!
Guest favorite
Cottage in Short Beach
4.96 out of 5 average rating, 48 reviews

Ret's Coastal Cottage w/Private Association beach

LauraRating, 5 stars3 weeks ago
This cute, comfortable and sun-filled cottage was perfect for our needs, and close to where our son lives, which was great! Everything was just as pictured, super clean, beautiful main bathroom, very well-stocked kitchen, comfortable bed and tons of storage in master bedroom. Living room was spacious and comfortable and everything was nicely decorated. We took advantage of the kayaks, and the backyard grill, and the yard is gorgeous! We walked every morning. Catherine was helpful, responsive and flexible throughout our stay, and we are already making plans to return next year!
Top guest favorite
Cottage in Old Saybrook
4.97 out of 5 average rating, 74 reviews

1920’s charming dollhouse near South Cove

HilaryRating, 5 stars2 weeks ago
The cottage was fantastic, and Jodi was an amazing host. Communication was effortless and timely, and Jodi was helpful, proactive and generous. I loved how close the sound was to the cottage - hopefully I'll be able to stay there again, and if I do I'll bring a kayak with me. For the purposes of this stay, though, maybe the best thing was how close it was to where I was working for the week - less than a 5-minute drive to downtown Old Saybrook.
Guest favorite
Cottage in The Hamptons
4.91 out of 5 average rating, 123 reviews

Montauk Oceanview 2-Bed Cottage

MimiRating, 5 stars2 weeks ago
Our favorite family vacation each summer! Ron's cottages are so comfortable and the location couldn't be better. Ron and his family are the friendliest and we love visiting with them!

Private cottage rentals

Guest favorite
Cottage in Branford
5 out of 5 average rating, 10 reviews

Beachfront Cottage Serene Private Beach, Kayaks

BasilRating, 5 stars9 months ago
We loved it. Redefines “fully stocked” - David’s place had everything we could ask for. The water at high tide was magical. Kayaking, fishing and we found over 100 (literally) hermit crabs.
Guest favorite
Cottage in Westbrook
4.9 out of 5 average rating, 87 reviews

A Beach House Gem

JaimeRating, 5 stars7 months ago
We continue to visit Rose’s house for our yearly weekend girls getaway. It’s the perfect cozy beautiful place to catch up with friends and relax. Rose is an amazing host!
Top guest favorite
Cottage in Westbrook
4.99 out of 5 average rating, 69 reviews

Beautiful Updated Cottage walk to the Beach

KrisRating, 5 stars1 week 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!
Top guest favorite
Cottage in Short Beach
4.98 out of 5 average rating, 95 reviews

Enchanted Cottage on the Marsh, walk to beach

MattRating, 5 stars1 week 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 Milford
4.86 out of 5 average rating, 83 reviews

Cheerful 3 Bedroom Cottage with Fire Place

JessicaRating, 5 stars3 days 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.
Guest favorite
Cottage in Branford
4.97 out of 5 average rating, 71 reviews

Ocean view cottage in Indian Neck

SheriRating, 5 stars3 weeks 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 favorite
Cottage in Old Lyme
4.92 out of 5 average rating, 65 reviews

Chic Coastal Retreat with Short Walk to Beach

PamelaRating, 5 stars5 days 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.
Guest favorite
Cottage in Rocky Hill
4.98 out of 5 average rating, 52 reviews

Connecticut Waterfront Cottage

JessicaRating, 5 stars1 week ago
The house was beautiful and very nicely renovated recently. Great appliances in the kitchen, comfortable seating in dining area and living room and multiple outdoor areas to enjoy the full river view. The location is right on the water and peaceful but yet only a few minutes to restaurants and groceries. The house is ideal for a couple wanting to have a relaxing getaway. We had 4 adults staying and that pretty much filled the space, especially with only one bathroom. But the bedrooms were a comfortable size and the beds comfy.

Quick stats about cottage rentals in Madison

  • Total rentals

    10 properties

  • Nightly prices starting at

    R2,316 ZAR 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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