Beach house vacation rentals in Middletown

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Top-rated beach house rentals in Middletown

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Guest favorite

The spacious living area features large glass walls that provide serene views of the surrounding forest. A modern white sofa complements a wooden ceiling, while a quirky red chair adds a pop of color. Natural light floods the room, enhancing the warm wood tones throughout.

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!

Guest favorite

A modern kitchen is highlighted by white cabinetry and a contrasting dark tile floor. Stainless steel appliances are positioned along the wall, while a spacious island offers additional counter space. A window allows natural light to fill the area, complementing the neutral color palette.

Home in Mamaroneck

4.98 out of 5 average rating, 119 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 favorite

A modern bathroom is showcased with light blue walls and neutral stone tiles. A white vanity with a sink is positioned under a mirrored cabinet, while a toilet is situated beside a tall cabinet. Natural light enters through a window covered with white blinds.

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.

Superhost

Sailboats glide across a calm blue sea, with distant shorelines visible under a clear sky. The tranquil waters reflect shades of blue, creating a serene nautical setting that accentuates the beauty of the surrounding landscape.

Home in Shippan Point

4.94 out of 5 average rating, 116 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

Large 4 bdr newer colonial house/w fully-equipped spacious kitchen & huge spa-like bathroom/w Jacuzzi. Just across the road from the beach, 5 min drive to NYC train & downtown Stamford. 10 min drive to Greenwich. 45 min commute to NYC. Popular/w MALS guests. 1bdr and 1 full bthr are on the 1st floor. Everything is new in the house. Spacious bedrooms, private parking. Ocean Coast Beach House is across our other listing - Nautical Fairytale Beach House. Larger groups could book both houses.

Guest favorite

A spacious living area features a large black sectional sofa and a modern coffee table with a marble top and gold legs. A sizable flat-screen TV is mounted on the wall, and a staircase leads to the upper floor, set against a backdrop of stylish grey tile flooring.

Home in Weehawken Township

5 out of 5 average rating, 45 reviews

10 Mins away to Time Square

Newly renovated ENTIRE HOUSE - 2 bed Rm, 1 Bath, sleep 6, 1 Queen bed, 2 Twin beds XL, Full-size sofa bed. Easy access to Midtown/Times Square, Broadway, Met Life Stadium, American Dream Mall, and Newark Airport. 2 blocks to the bus stop to NYC • Central AC/heat • Ceiling fan in every room • 75" Samsung Smart TV • High-speed Fios WIFI * 6 chairs and a dining table • Washer/Dryer in unit • Fully stocked kitchen • Ice Maker * Countertop Hot and Cold Water Dispenser * Dishwasher

Guest favorite

A sunroom features light blue walls complemented by natural light from the large windows. Two rocking chairs are positioned beside a wooden table. Decorative mirrors reflect the cozy ambiance, while soft curtains frame the windows, providing a serene and inviting space.

Home in Shippan Point

4.95 out of 5 average rating, 44 reviews

Seashell Bungalow | 3 Bed 1 Bath | Beach House

Seashell Bungalow - located in Stamford, just a stone's throw from NYC. Less than a 2-minute walk from the beach. Perfect for those looking to enjoy the tranquility of the beach with the city life nearby. Outdoor dining area - perfect for summer evening relaxation. Fully equipped for fun and adventure - paddle boards and various games available. Ideal for family vacations or a friends’ getaway. Book your stay today and enjoy an unforgettable beachside adventure!

Top guest favorite

Decorative pillows with intricate patterns are placed on a spacious bed. A soft, textured pillow complements the patterned ones. A warm bedside lamp provides gentle illumination, creating a cozy ambiance. Subtle floral accents are visible in the background.

Home in Downtown Stamford

4.99 out of 5 average rating, 131 reviews

45 Minutes from NYC | Urban Hideaway in Stamford

Welcome to our charming home! Escape the city and unwind in this fully equipped house, just 5 minutes from downtown Stamford, CT. We’re conveniently located 5 minutes from I-95, as well as Cove Island and Shippan Beach, top restaurants, parks, grocery shops, and pharmacies. Our house is only 45 minutes from New York City. It’s the perfect spot for a fun and relaxing stay! With thoughtfully curated decor and all the comforts you need, you’ll truly feel right at home.

Superhost

A charming outdoor area is presented, featuring a comfortable circular chair and several bright green seating options arranged on a patio. Lush greenery surrounds the space, with flowering plants adding a touch of color and string lights overhead, creating a cozy atmosphere.

Home in Stamford

4.84 out of 5 average rating, 156 reviews

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Superhost

A modern living area features a dark leather sectional sofa with plush cushions and a coordinating ottoman. Natural light filters through two windows, illuminating the warm wooden floors and the textured stone accent wall, creating a comfortable and inviting space.

Home in Weehawken Township

4.81 out of 5 average rating, 316 reviews

Gorgeous 3bed 2bath house 10mins Bus Ride to NYC

10 minute direct(no stop) bus ride to NYC Manhattan / Port Authority / Times Square. Bus stop is across the street. You’ll love my place because of the location, it is a very safe neighborhood, and the house is newly renovated with brand new furniture, and kept clean by us. Our Place is good for families (with kids), business travelers, group of friends and couples.

Guest favorite

The outdoor space features a spacious wooden deck with a dining table and chairs, surrounded by a lush green lawn. A fire pit is present, with a few seating chairs arranged nearby. The house is shown in the background, complemented by clear blue skies.

Home in Stamford

4.93 out of 5 average rating, 104 reviews

Stylish Beach Home near Downtown/Cove Beach

This spacious 5 bedroom home with water views and a lot of natural light tucked away in a quiet and serene residential neighborhood. The house is perfect for a large family or a corporate retreat. If this property is booked for the dates you selected, click on the profile to see our other amazing properties in Stamford.

Guest favorite

A modern living area is presented with a light grey sofa and an accent chair in a soft green hue. Art pieces adorn the wall, complemented by a round black coffee table, decorative items, and greenery from potted plants. Natural light from the overhead fixtures brightens the space.

Home in New Rochelle

4.89 out of 5 average rating, 45 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.

Guest favorite

A cozy living area features an orange sofa with decorative pillows, complemented by a plush area rug. A television is situated on a sleek black unit, while a potted plant adds a touch of greenery. Light filters through sheer curtains, enhancing the bright ambiance.

Home in Weehawken Township

4.9 out of 5 average rating, 188 reviews

Modern Zen Apartment

This luxurious one bedroom apartment has all the necessities you need for an amazing NYC experience. This beautiful bright space offers a NYC view, gourmet kitchen, beautiful dining space, cozy living room, modern bathroom, and a bedroom with a view. Perfect location. Get to NYC in minutes.