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Cottage holiday rentals in Madison

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Popular amenities for Madison cottage rentals

Cottage rentals with a hot tub

Guest favourite
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!
Superhost
Cottage in The Hamptons
5 out of 5 average rating, 4 reviews

Walk/Bike to East Hampton Village & Ocean Beaches

JimmyRating, 5 stars8 months ago
I had a wonderful weekend at Andrew’s place in East Hampton. It was gorgeous, perfect location, perfect layout, and such a central location to everything. It was incredibly clean and organized and the backyard was beautiful for relaxing. Andrew was also a terrific host- he left us beverages, was super communicative and flexible and I’m so happy I stayed here. Hopefully I’ll rent again soon!!
Superhost
Cottage in Litchfield
4.86 out of 5 average rating, 345 reviews

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

ZacharyRating, 5 stars2 weeks ago
Took a getaway to Martin's cottage for a long weekend and could not have been happier. It was immaculately clean and the hot tub was ab amazing way to relax. I look forward to being back.
Top Guest favourite
Cottage in Plymouth
5 out of 5 average rating, 19 reviews

Lakefront Summer Getaway | Cool Tub | Fire Pit

AllysonRating, 5 stars1 week ago
Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!
Guest favourite
Cottage in The Hamptons
4.97 out of 5 average rating, 88 reviews

Bridgehampton Cottage Close to Town, South of HWY

ChancellorRating, 5 stars1 month ago
Wow!! The perfect peaceful getaway that is close to everything!! Tucked away off the road the house is quiet with a beautiful yard. The interior is both stylish and comfortable. The kitchen is extremely well outfitted. Andrew is a great host and an excellent communicator. We only wished we could have stayed longer!! The question isn’t will we come back, it’s simply when!
Guest favourite
Cottage in Bethlehem
4.98 out of 5 average rating, 105 reviews

Cozy Getaway | Pet Friendly | Litchfield Cty

AlexRating, 5 stars2 weeks ago
great time as always!
Superhost
Cottage in Kent
4.84 out of 5 average rating, 234 reviews

NEW - Hot Tub - Mohawk Mtn - Appalachian Trl

RonRating, 5 stars4 weeks ago
Martin was a very responsive host! The property was great overall.
Guest favourite
Cottage in Ledyard
4.93 out of 5 average rating, 253 reviews

Lakeside cottage with beautiful views up the lake!

KerriRating, 5 stars2 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.

Pet-friendly cottage rentals

Guest favourite
Cottage in Newtown
4.93 out of 5 average rating, 253 reviews

Private and Serene home close to I-84 and shopping

ReneRating, 5 stars3 days ago
As advertised. Perfect location for what we needed. Perfect two people. Tighter for three. It got cramped with four. Saverio was an excellent host-very responsive. If anything was needed (toilet paper, garbage bags, etc) he was able to provide very quickly. The site is a hikers paradise with access to town trails from the property.
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 stars3 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 favourite
Cottage in Redding
4.93 out of 5 average rating, 264 reviews

Cozy Cottage by the pond

Maria Rating, 5 stars6 days 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.
Guest favourite
Cottage in The Hamptons
4.91 out of 5 average rating, 598 reviews

Montauk Oceanview

SusanRating, 5 stars3 weeks ago
Always love staying at Ron’s. It’s so peaceful. Perfect location and beautiful Ocean views with a short ride if you need to go to town. Montauk Music Fest is a must. Amazing talent and great way to see all Montauk venues. Ron so great to have as a host!
Guest favourite
Cottage in South Salem
4.95 out of 5 average rating, 237 reviews

Private cottage in horse country &1 hour from NYC!

KatieRating, 5 stars3 weeks ago
Great stay! Fergus was a great host - we drove from Boston with our dog and were attending a wedding the same day, so when I reached out to ask for earlier check in, Fergus didn’t hesitate and had the spot ready for us! They even were kind enough to drop off some bananas for us before the wedding. Check in was easy, an adorable, cozy cottage, and delicious muffins for us the next morning! Thank you!
Guest favourite
Cottage in Short Beach
4.96 out of 5 average rating, 48 reviews

Ret's Coastal Cottage w/Private Association beach

LauraRating, 5 stars2 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!
Superhost
Cottage in Rocky Point
4.93 out of 5 average rating, 161 reviews

Adorable cottage

JoAnnRating, 5 stars6 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 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 favourite
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 favourite
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!
Superhost
Cottage in Clinton
4.83 out of 5 average rating, 40 reviews

The Beach Nest-Lux Cottage Steps to the Beach

ChrisRating, 5 stars1 month ago
Great, beachy location within easy driving distance of a bunch of great waterfront restaurants. Easy, clean, and very comfortable.
Top Guest favourite
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
Guest favourite
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 favourite
Cottage in Old Lyme
4.92 out of 5 average rating, 65 reviews

Chic Coastal Retreat with Short Walk to Beach

PamelaRating, 5 stars3 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 favourite
Cottage in Rocky Hill
4.98 out of 5 average rating, 51 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

    $216 NZD before taxes and fees

  • Total number of reviews

    440 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wi-Fi availability

    10 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

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