Holiday Homes in Madison

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Featured Holiday Homes in Madison

Beach Cottage, > .5 walk to beach, quaint, Beach community
10.0 out of 10, Exceptional, (1)
"Pretty gingerbread cottage, well appointed. Lovely area, 2 min walk to the beach. Owners super helpful. Overall beautiful, serene, highly recommmend."
Beach Cottage, > .5 walk to beach, quaint, Beach community
Entire, new, roomy, village beach house close to beach, park, and town center
10.0 out of 10, Exceptional, (10)
"This was a great house! Everythingwas perfect, the house was very clean and David was incredibly accomodating to all our requests and provifed great recommendations for places to visit. We will definitely be back"
Entire, new, roomy, village beach house close to beach, park, and town center
Beautiful 4BR Beach House with Private Beach Access.
10.0 out of 10, Exceptional, (64)
"Small house a short walk from beach that well accommodated our party of five. Clean and comfortable, well laid out and equipped with everything you’d need."
Beautiful 4BR Beach House with Private Beach Access.
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Summer Cottage 1 week minimum!!
10.0 out of 10, Exceptional, (1)
"Property was fantastic, clean, quiet and convenient location. Excellent communication and quick response from owners."
Summer Cottage 1 week minimum!!
Ranch style living at its best with country garden & patio!
10.0 out of 10, Exceptional, (4)
"Reggie was the perfect host and is home was exactly what we needed for our weekend in New Haven. The cozy house was so comfortable and well appointed, we felt right at home away from home. The location was ideal for take-out on our first night, and the kitchen was stocked with the equipment needed to cook breakfast each morning of our stay. Poor weather kept us indoors, but the backyard and entertaining area would have been great for lounging. If our travels take us to New Haven again, we will...
Ranch style living at its best with country garden & patio!
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
10.0 out of 10, Exceptional, (10)
"Perfect spot for a weekend on the North Fork"
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
10.0 out of 10, Exceptional, (40)
"Very nice place. Would definitely stay there again (actually this our second stay at the property). Clean, well equipped and the pictures are accurate."
Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!
Respite Ranch: Private Pool, Hot Tub, Beach Access
10.0 out of 10, Exceptional, (2)
"Great stay and wonderful property. The first stay that didn’t have a book and list full of restrictions and checkout instructions. After a whirlwind weekend celebrating our daughter ‘s engagement, this was a welcomed surprise! Everyone enjoyed their stay, including our two labs. Great fenced in yard that gave them plenty of room to exercise. We will be back!"
Respite Ranch: Private Pool, Hot Tub, Beach Access
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️
10.0 out of 10, Exceptional, (21)
"Our group of four friends in our 50s loved our stay here. Heather was a responsive, welcoming, flexible host who left us a card, bottle of wine and a prepped wood pile in the fire pit. The decor was tasteful and beautiful, clean and modern. The mattresses were firm, which we liked. We made use of the comfortable couch on the deck as well as the gas fireplace in the living room. The location is lovely and we had a short, 5-minute walk to the beach. Birders would enjoy the tremendous diversity of...
Sea Salt Air Changes Everything - ⭐️Stroll to Private Association Beach⭐️
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (110)
"I stayed at this amazing studio cottage with my girlfriend for 2 nights for her birthday. Our hosts, Liz and Adam were simply amazing. They allowed us an early check in and a late check out. Liz even brought out bicycles for us to use to tour around the neighborhood and ride along the shore line. Because it was my girlfriends birthday (or maybe they just do this), they had Prosecco and Orange Juice plus beer and cheese and other snacks for us when we arrived. The cottage is adorable, perfect...
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Patchogue River Retreat, 8 minute walk to West Beach
10.0 out of 10, Exceptional, (6)
"House was very nice. Location is great. Easy walk to beach and convenient to Westbrook center."
Patchogue River Retreat, 8 minute walk to West Beach
adorable ranch in beach community
10.0 out of 10, Exceptional, (42)
"Old Saybrook is a nice little CT beach town and the property is perfect for a small family. Check in and everything was very easy and the hosts are super responsive if you need anything or have any questions. We'll definitely be going back when we need a couple of days away!"
The price is AU$986
includes taxes & fees
12 May - 13 May
adorable ranch in beach community
Ennis Cottage - A holiday by the sea!
9.8 out of 10, Exceptional, (14)
"Branford is home to our family and this spot was a perfect place to drop the bags! Quient place, clean with all you need for 2 people"
Ennis Cottage - A holiday by the sea!
Beach House
9.8 out of 10, Exceptional, (42)
"Great place to stay! Nice neighborhood. Joseph was very nice and great to deal with."
Beach House
Cozy Escape - Stunning Waterfront Home!
9.8 out of 10, Exceptional, (27)
"This property is truly special. Tucked back in a very quiet and private neighborhood, and right on the ocean with a private beach. The property is well taken care of, very dog friendly, tastefully decorated, modern yet charming, and spotlessly clean. We are quite picky and no matter where we looked, everything was perfectly clean and well kept, truly impressive for a dog friendly property. We would definitely stay here again without hesitation."
Cozy Escape - Stunning Waterfront Home!
Brand new 2 bedroom, Greenport Village, walk to town Marina Views!!
9.8 out of 10, Exceptional, (20)
"It was lovely having my family stay at Jackie's home for a family wedding in Greenport. The home accommodated our large group and was a close walk to town as well! Jackie was communicative when we needed prior to reservation and we would recommend this stay to anyone who is looking for a lovely time in Greenport!"
Brand new 2 bedroom, Greenport Village, walk to town Marina Views!!
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
9.8 out of 10, Exceptional, (22)
"Property exactly as described. What an amazing view and right on the beach. Great communication with host. Answered all our questions very promptly. Would definitely recommend."
The price is AU$1,677
includes taxes & fees
24 May - 25 May
Oceanfront Oasis Spacious 3-Bedroom, 2-Bath Retreat for 12 Linens Included
Waterfront House with picture-perfect views from all 3 levels.
9.8 out of 10, Exceptional, (67)
"Our stay at this property was generally wonderful. The neighborhood is quiet and very walkable and there are grocery stores and restaurants within just a few miles. And Mystic CT and Essex CT (you have to stroll the Main Street shops in Essex) are a short car ride away. The star of the house is the view from the family room, back patio, 2nd floor bedroom, and the 3rd floor bedroom deck. So gorgeous. There was a glitch when we arrived and the owners were super nice and responsive. We worked...
Waterfront House with picture-perfect views from all 3 levels.
Waterfront Beach House
9.6 out of 10, Exceptional, (33)
"The cottage is a perfect cozy stay on the water - we stayed in the winter and still were able to enjoy the sand and the sunrises right outside the window. House is well-appointed and well-located within area with access to restaurants and shops in Clinton, Madison, Westbrook, Old Saybrook, etc."
Waterfront Beach House
Cozy 2 bedroom home located minutes from downtown
9.6 out of 10, Exceptional, (17)
"Where do i begin, on a last minute trip to CT we chose this place we needed a comfy place for the pups and wanted the privacy that a house afforded. This place checked all the boxes, exceeded our expectations and felt so comfortable the moment we walked in. Tne neighborhood wasquiet and beautiful, the house open, spacious and well appointed. I love the fenced in yard for the pups and a nice backyard area when the weather is nice. Overall this place is an absolute gem and we'll be back!"
Cozy 2 bedroom home located minutes from downtown
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See all available properties in Madison
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Madison

Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
10.0 out of 10, Exceptional, (16)
"My month-long stay was absolutely wonderful. Hunter was an amazing, proactive host. The weather wasn't cooperative in the beginning of my stay, but Hunter went above and beyond to make sure whatever issues arose were taken care of and I couldn't be happier to have made this choice. I will definitely be back!"
Writer's Retreat & Explorer's Adventure, S of Rte. 1 Madison!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, (7)
"Adorable cottage with full kitchen, luxurious bathroom and comfiest beds!! Cutest cul de sac with friendly neighbors"
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Cliffside Resort Condominiums
3.0 star property
9.0 out of 10, Wonderful, (180)
"Always a very nice time staying at this property. The sunset on the beach was amazing. Convenient to all area restaurants, wineries, breweries and Matchbook Distilling. "
The price is AU$490
includes taxes & fees
12 May - 13 May
Cliffside Resort Condominiums
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Madison Holiday Homes information

Number of reviews
497
Accommodation
471 Holiday Homes
Lowest Price
AU$986
Highest Price
AU$1,677

Recent Reviews in Madison
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