
Beach house vacation rentals in Middletown
Find and book unique beach houses on Airbnb
Top-rated beach house rentals in Middletown
Guests agree: these beach houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Middletown beach house rentals
Beachfront house rentals

Sale: June 27-28, Pvt Heated Pool OPEN, Hot Tub
Such a beautiful spot on the lake!!! We had the most beautiful weekend, the kids loved he pool and the boats, nothing was missing! We would have stayed another week! Jennifer and Jose answered all our messages within a few minutes and were super accommodating. We will definitely be back!

The Best Lake House! *Ask About Boat Use Promo*
This beautiful lake house is a lovely retreat from the chaos of the city. We spent the day lounging by the dock, and relaxing in the sun. It was awesome to have a full private bar with your own pool table right in the house!

Magical Lake House-Hot Tub-Deck-Outdoor Kitchen
Great property, great host. always in communication throughout the stay, helpful with any questions we had. comfortable house, great spaces to relax and take in the scenery. outdoor kitchen/grill is awesome for cooking up burgers and dogs while relaxing on the deck.
Woodstock Historic Artist Estate - The Pond House
No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.

Twin Island Lake House • Hot Tub
We had a wonderful stay at this location during my daughter’s graduation from Bard College. The location has beautiful views of the lake and the layout of the property was perfect for the family to gather and celebrate, while also giving everyone the space for their own quiet time or rest. I would definitely recommend this location and hope to have the opportunity to stay again.

Secluded lakefront home With an EV charger
We stayed up here for a weekend and it was very quiet and there is stream nearby which is lovely to listen to the water falling over rocks--so incredibly peaceful. The neighbors are very close and its right off the road but you're tucked away into a little cove so it feels more nature. Great natural light and lots of windows!

Beautiful & Fun Waterfront Duplex on the Hudson
We traveled to Nyack for a family wedding and this place was absolutely perfect for what we needed! Plenty of space, beautiful outdoor area overlooking the river, and located close to everything we needed. The rest of my family decided we had the best AirBnB for the wedding weekend! Mia was very responsive when we needed anything. Furthermore, my son left his kindle in the bedroom he slept in and Mia shipped it to us immediately after it was found. We will absolutely be booking here again.

The Pudding Pad Lake House
One of the best and coziest weekend getaways I’ve ever had. The location is perfect, only a 1.5 hour drive from the city and suddenly you feel like you’re in a whole other world. The house is absolutely stunning inside-out, the vintage 70s aesthetics through the living room and kitchen/dining is stunning and the vinyl collection made for some very enjoyable background music to our wine filled evenings. The large backyard that opens out into the private dock on the gorgeous and extremely clean lake just makes it all better too. We took the canoe out on the water, swam till dusk, and had the greatest times. Thank you to our host, extremely responsive, super supportive and accommodating of our requests, and just overall very kind in ensuring we had the bestest experience!!! We will be back for sure!
Beach house rentals with a pool

Our COZY and convenient home
this space is super convenien5 to the Cap. That was what I was looking for. terrific!

Sun Room
Carmen was so friendly and responsive, will definitely stay here again thank you!

Serene Private Oasis in Rye: Tranquility Suite
We loved this cozy place within a beautiful very old home. The scale is small but everything is there that you need for a getaway. Located perfectly between Larchmont and Rye, only a few miles from all the best things. One of very few places to stay that close to the waterfront. Beautiful safe neighborhood.

CJ’s City Room
Another overnight stay at JC’s. Extremely comfortable bed and bedding.

Colonial Charm · Walk to Town + Housekeeping
Thank you to Daniel and Lexie for a wonderful stay. Their home is beautifully presented and we felt right at home straight away. The street is charming and Rye has lots to offer families and couples. Daniel was super responsive and helpful with local recommendations and advice. 5 STARS!
Private beach house rentals

Darien Home, sleeps 12 Br/Nursry 50 min train NYC
I booked Jeffrey's house to lodge some crew working on a film of mine nearby and they all loved it. It is large with lots of beds and places to sit, perfect for a large group like ours. The place was accurately described and Jeffrey was responsive as well as extremely kind and accommodating. They actually let us park our production truck on the property for a day while we needed it to be off our set nearby. We are so grateful for such a great stay. I would absolutely book again.

Old Greenwich Gem
We had a wonderful stay in Joseph’s Old Greenwich home! The location was great- a very nice quiet neighborhood within walking distance to small restaurants and shops. The house was very comfortable, clean and well provisioned. The back porch was a bonus. Joseph was very responsive and hospitable. We hope to return!

NYC area Historic A+ Family friendly 2BR house Apt
We enjoyed our stay !

Old Greenwich - 3000 sq ft, 4BR, 3.5 BA home
My stay was fantastic ! the place was spotless, cozy, as descripted. the host was incredibly responsive and thoughtful, making sure i had everything needed. The location was perfect. Easy commute to New York City and to New jersey as well. and i truly felt at home. i would definitely recommend it.

Stylish 3bed 2.5bath Home in Greenwich
The house is great and immaculate! Laurie is a great host and got beach passes for us as well. Would highly recommend this beautiful home.

Seabreeze
**Review for Seabreeze** ⭐⭐⭐⭐⭐ **Amazing Weekend Getaway!** Spent a long weekend at **Seabreeze**, and I honestly didn’t want to leave! The house is gorgeous—modern, stylish, and super comfortable. The huge windows made it easy to just sit back and take in the incredible ocean views, especially during sunset. We spent most of our time outside, walking along the private beach, and just soaking up the peaceful vibes around the beautiful natural surroundings. The outdoor deck was the perfect spot for morning coffee and late-night chats under the stars. Inside, everything was top-notch. The kitchen had everything we needed, the living room was cozy and inviting, and the bedrooms were super comfortable. It really felt like a luxury escape while still being relaxing and homey. If you're looking for a place to unwind, enjoy nature, and wake up to ocean views every day, Seabreeze is it. Can’t wait to come back!

Stylish Westchester home
We a family of 6 had a great time for a holiday trip to New York. The house is very close to shops and restaurants and only 30 minutes drive from Manhattan. The house is spacious and in a beautiful neighbourhood. Everything you need is in the house. The host is very responsive and everything was as agreed upon. We loved our time!

Beautiful Beach House
Fantastic find. Owner is incredibly gracious and the area is gorgeous. A must-stay for anybody in the area looking for serenity and access to nature while also providing the option to eat at great restaurants! The host is very organized and responsive. Seriously, I never leave reviews but this Airbnb deserved a shout out for being stellar.
Destinations to explore
- Hudson Valley Vacation rentals
- East River Vacation rentals
- New York Vacation rentals
- Pocono Mountains Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- The Hamptons Vacation rentals
- South Jersey Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- MetLife Stadium
- Yankee Stadium
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- The Kartrite Resort & Indoor Waterpark
- Delaware Water Gap National Recreation Area
- Ringwood State Park
- Promised Land State Park
- Resorts World Catskills
- Rockland Lake State Park
- Walkway Over the Hudson State Historic Park
- Riverside Park
- Van Cortlandt Park Golf Course
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- St. Nicholas Park
- Inwood Hill Park
- Wawayanda State Park
- Great Falls Park
- Sterling Forest State Park