Beach house holiday rentals in Middletown

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Top-rated beach house rentals in Middletown

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Guest favourite

Home

4.91 out of 5 average rating, 108 reviews

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Home in Rye

4.63 out of 5 average rating, 8 reviews

Colonial Charm Bike to Beach Walk to Town & Train

Experience our center hall colonial home, embraced by hydrangeas and old oak trees on private grounds, nestled in a secluded prime location. The neighborhood is safe for kids, with no traffic, making it ideal for families. Just a 5-minute walk from town. You can also easily access the beach and pools with a short bike ride. We're usually fully booked for long stays, so be sure to reach out early. Enjoy weekly housekeeping, allowing you to focus on making the most of your family holiday together.

Top guest favourite

Home in New Rochelle

5 out of 5 average rating, 56 reviews

Immerse yourself in Indulgence!

Look no further if you are looking for LUXURY amenities and convenience for the whole family. Your extended family & friends will be close to everything when you stay at this centrally-located HOME. Steps away from all of the luxury country clubs and short distance to downtown New Rochelle. All stores, restaurants and transportation are within 1 mile walking distance from the house. access to PRIVATE beach in the summer. Absolutely beautiful, and furnished 3-5 bedroom ranch with an in-law unit

Guest favourite

Home in Greenwich

4.91 out of 5 average rating, 56 reviews

Super SAFE 2.5 bds Greenwich Healing Sanctuary

Beautifully decorated 2+ bedroom Healing Sanctuary in a 2 family home, which is felt the moment you walk in, among amethysts and crystals. Separate entrance, free parking, large backyard beautifully landscaped. Healthy living: Filtered water in the sinks, shower and toilet, hypoallergenic sheets, extra cleaning and disinfecting... Peaceful surroundings, safe neighborhood and only 45 min from NYC! 1 Mile from Greenwich Train station - Easy access to 95 and everything NY & CT have to offer!

Home in Mamaroneck

5 out of 5 average rating, 3 reviews

Spacious House Close to Long Island Sound

This spacious private house is overlooking a nature preserve where you will be able to observe lots of wildlife and beautiful sunsets on the water. Kayak from the backyard to the Long Island Sound where you can explore, fish or swim. Short train commute to Grand Central in less than 40 mins. Many nearby shopping and family entertainment centers in Greenwich, CT, Rye, and Larchmont. House offers 4 bedrooms, 3.5 bathrooms, library, sunroom, dining room, office and wooden deck. Basement excluded.

Guest favourite

Home in Mamaroneck

4.98 out of 5 average rating, 118 reviews

Fully renovated 3 bedroom, 2 bath private home

Come and enjoy our beautifully renovated 3 bedroom, 2 bath home. A fully stocked kitchen with stainless steel appliances await. There is a king size bed (bedroom 1) and two twin beds (bedroom 2) and a twin size bed plus dedicated work space (bedroom 3). Plenty of storage space. Washer, dryer and second bathroom are downstairs. Private driveway. Fenced backyard space w/patio set. We are three blocks away from Metro North, and Mamaroneck Village, which has some the best restaurants around.

Guest favourite

Home in Mamaroneck

4.92 out of 5 average rating, 87 reviews

Entire 2nd floor House: yard, parking, train NYC.

Entire 2nd floor of our house with private entrance. Enjoy this cozy and very newly renovated 2 + bedroom, couch'TV, WIFI, free street or back yard parking. The train is literally 2 blocks away ,Metro North, quick way to NYC to avoid parking. A few blocks from downtown Mamaroneck with dozen of restaurants and the harbor/beach under a 10 minute walk. With a washer & Dryer, Full kitchen, table and chairs, folding couch and love seat. You'll have a great time at this comfortable place to stay.

Home in Glen Cove

4.62 out of 5 average rating, 34 reviews

4 bedroom house perfect for families! near beach!

A GEM in the middle of the most exclusive, neighbourhood, Glen Cove provides a home to families & people who want to experience an actual New York experience. Around 30 mins away from crowded NYC life, this beautiful house has a massive backyard 4 bed 2 bath + bbq grill, hammock, parking, Garden, patio deck to hang out. Close to Sea Cliff beach other scenic beaches, Morgan and Bayville park and Roosevelt Mall. This house provides you with the most luxurious experience and family atmosphere.

Guest favourite

Home in Greenwich

4.94 out of 5 average rating, 16 reviews

Best hotel alternative for big group, near train

Location, location, location. Nestled in downtown Greenwich, this charming kid-friendly 4-BR house/2.5 bath offers prime location w/ 2 free parking spots. Enjoy a full kitchen, washer/dryer, private entrance, garden & patio. Steps away from Greenwich train station, Greenwich Ave, & key landmarks. Drive minutes to other parks & Greenwich Hospital. Easy access to NYC via train (45-55 mins to Grand Central) & via 95. Experience the best of downtown Greenwich with the convenience of home.

Top guest favourite

Home in Greenwich

5 out of 5 average rating, 13 reviews

Stylish 3bed 2.5bath Home in Greenwich

Located on a quiet cul-de-sac & walking distance to a park, this house is a perfect blend of suburban calm & NYC charm. This stylish & comfortable accommodation, situated 1.5 mile from downtown Greenwich, affords you effortless access to train stations, freeways, and vibrant restaurants & shops. This home has everything you need whether you come to visit family, for business, or to simply seek an escape from the bustling big city life.

Home in Greenwich

4.9 out of 5 average rating, 29 reviews

Greenwich/ Hotel Alternative / Boutique Living

Welcome to 200 Davis Avenue, located in the heart of Greenwich. This property offers the perfect retreat for those seeking sophistication and comfort. Close to the beach, family-friendly, Greenwich Ave., public transport, and the airport. Great kitchen, high ceilings We allow non-shedding dogs please let us know prior to booking. We require a cleaning person for all stays 3 weeks or more. Noticeable construction in area.

Guest favourite

Home in New Rochelle

4.89 out of 5 average rating, 44 reviews

Modern | 2Bed | Near NYC + Parking

This 2BR/1BA is completely renovated. It has a spacious kitchen with new appliances. The master bedroom has a king sized bed with two closets filled with hangers and a 6 drawer dresser. the second br has a full sized bed and one closet. The tv console is filled with a bunch of board games and books for entertainment.