
Beach house holiday rentals in Madison
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Top-rated beach house rentals in Madison
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Popular amenities for Madison beach house rentals
Beachfront house rentals

Cozy Beach - Direct Waterfront!
This house is a gem! I came to stay a week in off season with my dog, Rollo. The location is breathtaking, right on the Long Island Sound. We had a great time exploring the beach, looking for all the biodiversity in the birds and sea creatures, watching the boats, and this place is relatively close to an airport so watching the planes land and take off was awsome as well. We came for privacy, and I expected the beach to be a little more private than it was due to my dog's reactivity. But the neighbors did not seem to have issues with us, and once you are close to the water, especially in low tide, the beach is pretty open for all the locals. Walking around, the locals all waved and said hello. Not too many restaurants close by, but the Lobster Shack down the road had good food! Would stay again! The deck alone was worth it!

Designer Beach Retreat on Exclusive Cedar Beach
We had a great stay! Incredible one-of-a-kind view over the marsh. We saw so many different beautiful sea birds and an incredible sunset. Very short walk from the beach. Great place to stay with young kids. Well stocked kitchen with supplies and basic seasonings. Would return! Very cozy great family getaway! There are extensive requirements for clean up upon check out.

Waterfront 10 min to Uconn - fire pit outdoor tv
This was our second stay. The house is cute and comfortable. Nice outdoor space with a sandy beach area and shallow lake entry. Jena is great to work with.

Old Lyme Shores Beach house! Walk to water!
Beautiful house, amazing location. Super close to the beach! The house is beautiful and spacious, we were 8 people and did not feel crowded at all. The amenities are great and we felt right at home. Totally recommend it! We already want to come back. Thank you so much.

Beach Haven - waterfront, near Yale, sunsets
I had the most amazing stay at this Airbnb beach house. The views were absolutely immaculate, turning every moment into a picture perfect scene. The property was not only impeccably clean but also radiated a sense of peacefulness that immediately helped me disconnect from the hustle of daily life. Every detail was thoughtfully curated from the comfortable bedding that guaranteed a night of uninterrupted sleep to the high quality toiletries that added a touch of luxury to my routine. The well-equipped kitchen made it easy to prepare meals whenever I wished, and the fast WiFi ensured that I could seamlessly blend work and leisure as needed. A true highlight was the friendly welcome with a customized snack basket that set a warm, personal tone right from the start. Additional amenities, such as a cozy fireplace perfect for evening gatherings, stylish decor that elevated the overall ambiance, and easy access to local attractions, truly made my stay unforgettable. I will be returning.

Beachfront Paradise
This was our 2nd time staying here. It was just as nice as last year. So easy checking in and Patricia is great to deal with. The house is so relaxing and of course hearing and seeing the waves just melts away stress. I highly recommend staying here.

Coastal getaway with water views in every room
House was great! Well equipped and very clean. Beds were comfortable. Meaghan communicated with us before and during our stay with quick responses. She was very generous to allow early arrival and late check out. House was short drive to cute downtown for grocery store n restaurants Would definitely stay again! Thank you Meaghan !

Beauty and the Beach!
This house was PERFECT for us - four women returning to their college for their 45th reunion. The beds were comfortable and the neighborhood was quiet. The house was extremely comfortable. Carlos was responsive and helpful. We would definitely return to this house.
Beach house rentals with a pool

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen
Great place,very convenient for entire extended family to be in town for college graduation weekend. Very large and open common area and kitchen for gathering for meals and celebrating all together.

Private Oasis W/Stunning Vinyard and Pool Views
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!

Modern East Hampton Home w/ Heated Saltwater Pool
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.

4BR Private Indoor Heated Pool - Lux Mystic Home
A great place for family and friends. Very roomy, open kitchen to living comfort with many places to sit and socialize while preparing meals. Nicely decorated and very comfortable accommodating furniture. All the amenities. Every bedroom a king size bed with some rooms offering even more sleeping spaces. The pool pristine, perfect temperature and seating for those chatting on the sidelines while others swam. A simple walk downtown. In many cases the walk downtown was quicker than the ride downtown. My family truly enjoyed this vacation. My grand daughter (4) loved the home. Everyone was comfortable and had a great time.. Jason friendly and available before, during and at close. I highly recommend this gem in Mystic, Connecticut.

Clinton Beach House & Cottage w/ Pool, Near Shore
The home was very clean. The beds were comfortable. We enjoyed the pool and close proximity to shopping and beaches. Gregory was quick to respond to our questions. Thank you.

Perfect New England Getaway has a pool/ hot tub
Had booked a girls getaway at Tracy and Patrick’s place and it was perfect, even with gloomy weather! The house perfectly matches all pictures and descriptions and has everything you’ll need and more for the perfect relaxing and fun getaway! We even got a cute surprise visit from their furry friends which is always loved!! There are also shops and beaches a short drive away, we just didn’t happen to go visit because we were enjoying our cozy time at the home. Thank you again Tracy and Patrick:) we would totally recommend and want to come back!

East Hampton Oasis - Pool and Hot Tub
We had the most beautiful weekend stay at Tim’s home! Everything is accurately described and the pool and hot tub were amazing!! All the beds were very comfortable. Was perfect for a 5 girl weekend getaway!! Tim was incredibly communicative and checking in was a breeze. The location is PERFECT in East Hampton!! So many amazing restaurants and bars nearby. 100% will stay here again for my next Hamptons trip. Thank you so much Tim!!

Spacious 4 bedroom, oasis with ocean views galore
We had a wonderful girls weekend at Allana’s house by the sea! When we had a small incident with the keypad, Allana was quick to answer my call and resolve the issue no problem. Everything was clean and beautiful! We especially enjoyed the screened in porch in the back to enjoy our meals. The view from the master bedroom and deck is incredible! We highly recommend and will be back!
Private beach house rentals

Wonderful 4BR Old Saybrook Beach Home!
Adams place allowed us to have the best family reunion. The accommodations were easy and perfect for a gathering. The beds were comfortable and the eating area perfect for a family dinner. The beach was great and close to the house, walkable! We would would love to come again to host our family!

HGTV renovation! Steps to shops & water | Firepit!
We would definitely go back. The house is just like the picture. It’s classy and modern and yet so cozy and homely. There were small things like keeping a night light incase any one needed which I have never seen such great detail and thoughtfulness for the guests. The place is a walking distance from the water and is location in a quaint town. Lots to do around and it’s just simply perfect for a quick getaway. Carolyn is an exceptional host. She was very good with her communication, checked in on us from time to time.

Westshore Luxury
Yu’s place was beautiful and right next to the beach! We had a wonderful stay. She was very responsive and communicative. The beds were comfortable and there was plenty of space! I loved the kitchen. The beach was ideal for my family’s trip! 12 mins to New Haven!

The Eagle- Private Beach
Great location with private beach access. Cozy 2-bedroom slept our family of 4 comfortably. Comfortable beds, great shower pressure, and large yard out back. I’m originally from Branford and we visit my parents regularly. Will definitely keep Abigail’s home in mind for future visits!

Luxe Beach House | 3 Bd-King | Chef Kitchen | 4 TV
What a great place to stay! Beautiful view from the house, which was also gorgeous. Well decorated and clean! A short drive into town where there are a ton of great restaurants. Loved how easy it was to get to the beach from here as well.

Great Hammock Getaway | Beaches, Views & Hot Tub
This was our second stay at this lovely home. It was the perfect place to spend a week celebrating our 51st anniversary! The house itself is beautifully decorated, impeccably clean, and offers everything we could need for cooking, comfort, and leisure. We especially enjoyed the gas fireplace and the hot tub! We made good use of the local beach pass that was furnished for us. The two very close by beaches were well-maintained and very enjoyable. We would highly recommend this location and plan to make this our go to Airbnb when we are in this area. Irina is the perfect host! She is extremely responsive and reliable.

Hang by the (Chel)SEA
We had a wonderful stay at the (Chel)sea. Chelsea herself met us up on arrival to showed us around, and she was super friendly & welcoming. The beds were really comfortable, the sea breeze was relaxing and despite our weather being a bit rainy, the proximity to the water and private beach made this a true retreat! Walkable area, natural surroundings and a lovely restaurant (La Plage) at the end of the road. Kudos to the cleaning staff who left sweet touches throughout. We'd love to stay here again!

Oceanfront Sleeps 12~ Linens inc 3 Bedrooms~2 Bath
Amazing location on the beach, with the Sound a few steps away from the deck, yet still close to town. Loved the birdlife! Home was very clean and well stocked. Laura was easy to work with and responsive. A very enjoyable stay!
Destinations to explore
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- Beach
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Napeague Beach
- Shinnecock Hills Golf Club
- Walnut Public Beach
- TPC River Highlands
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Seaside Beach
- Jennings Beach
- Silver Sands Beach
- Bushnell Park
- Quotonset Beach
- Heckscher State Park
- Ninigret Beach
- Sunken Meadow State Park
- Calf Pasture Beach