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Places to stay near Middle Beach

Book unique vacation rentals, homes, and more on Airbnb

Top-rated vacation rentals near Middle Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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The exterior of a two-story building is depicted, featuring natural wood siding and multiple windows. A gravel path leads to a covered entrance surrounded by benches and flower planters. Large trees provide shade, enhancing the serene atmosphere of the setting.

4.94 out of 5 average rating, 448 reviews

Unique apartment in former art gallery.

The apartment is private and in a separate wing of a converted factory complex which includes an owner occupied building and artist studio in a quiet residential neighborhood. One bedroom on the ground floor with full bath nearby. The other bedroom is in the loft with queen bed with a daybed in the sitting area for two extra guests. We gladly welcome clean, well behaved pets. ($50 pet fee) Pet sitting and dog walking available for an additional fee. On site babysitting also available.

The stylish bathroom features a light marble countertop with a deep sink, complemented by a round mirror and modern lighting. A glass-enclosed shower is visible, along with a toilet and calm neutral tones on the walls, creating a fresh and clean look.

Home in Westbrook

5 out of 5 average rating, 5 reviews

Sunset Skies 2nd Fl | redone+walk to Water’s Edge

Welcome to Sunset Skies! This fully renovated 2nd floor residence in Westbrook, CT offers shoreline views and is centrally located - walkable to local favorites, including Water's Edge. An ideal space for families, a couples or friends getaway, those traveling on business, or anyone looking to vacation surrounded by all the amenities of home. It accommodates up to 6 guests, with 3 bedrooms and 1.5 bathrooms, a spacious deck, gas grill, flat backyard for outdoor games, and accessible parking.

A charming stone exterior is visible, featuring a private entrance with a sliding glass door. The path is made of stone, surrounded by a well-maintained lawn. In the background, sitting areas and greenery are discernible, enhancing a serene outdoor experience.

Home in Clinton

4.92 out of 5 average rating, 158 reviews

Amazing 2BR Riverfront Gem

Unwind at this happy getaway on the river. Comfy cozy with amazing views of River. Convenient to beaches, and includes free pass to the Clinton Town Beach! The well-equipped, intimate kitchen overlooking the river is a pleasure for any cook. You will love our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to groceries, coffee shops and amazing CT scenery! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants with music, and lots more.

Top guest favorite

A historic New England home features a classic white exterior with multiple windows. Surrounding greenery includes mature trees and a well-maintained lawn. The side of the house provides a glimpse of a separate structure, enhancing the spacious outdoor area.

Home in Clinton

4.97 out of 5 average rating, 200 reviews

Waterside Beach Retreat

Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

Top guest favorite

A modern, two-story structure showcases large windows framed by climbing greenery. A stone pathway leads to a glass-paneled door, with potted flowers positioned along the entrance. The surrounding area is filled with trees, creating a serene atmosphere.

Cottage in Weston

4.97 out of 5 average rating, 161 reviews

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Top guest favorite

A welcoming view of Belle Vue Cottage features a well-kept lawn with a sign indicating its name. The cottage is framed by trees, with a driveway leading to it. A garage is visible in the background, contributing to the serene atmosphere of the neighborhood.

Cottage in Old Saybrook

4.98 out of 5 average rating, 132 reviews

Beautiful View Cottage

Welcome to "Belle Vue Cottage". This charming and inviting cottage is located in a quiet and peaceful neighborhood in the South Cove area of Old Saybrook. Spend your days relaxing at Harvey's Beach, perusing the shops and restaurants along Main Street, taking in a show at The Kate, and unwind at the end of the day in your backyard oasis equipped with an outdoor TV and fire pit. We are less than a mile from Saybrook Point Inn and Spa, and 10 minutes to Water's Edge Resort and Spa.

Top guest favorite

A comfortable living area is presented with a gray sectional sofa and a wooden coffee table resting on a colorful area rug. Natural light enters through large windows, illuminating the hardwood floors and revealing a small antique chest and a decorative lamp.

Apartment in Deep River

4.93 out of 5 average rating, 150 reviews

Lovely Garden-Level Apartment in Heart of Town

This garden-level apartment is centrally located within walking distance to Main Street's retail shops, restaurants, and grocery/pharmacy, and just minutes from The Lace Factory and Deep River Landing, Essex Steam Train & Riverboat, Connecticut River Museum, the CT shoreline and beaches, and so much more. A charming historic home over 200 years old with a classic New England feel, the apartment has two bedrooms, one full bath, and an eat-in kitchen complete with amenities.

Top guest favorite

The cottage is depicted from across the tranquil river, showcasing its large glass windows reflecting the warm glow of the interior lights. The surrounding greenery and outdoor dining area create a serene atmosphere, enhancing the peaceful riverside setting.

4.98 out of 5 average rating, 281 reviews

“The Answer” Your Unique, Tidal, Riverfront Escape

“The Answer” is listed in “Only In Your State” 2024 - titled “This Riverfront Retreat Will Be Your New Favorite Destination” and Travellers Worldwide 2022 and 2023 Kayaks included This unique glass-front, tidal river retreat, is privately nestled on historic Hamburg Cove. It offers gorgeous year-round, tranquil tidal water and valley views. Extraordinarily and serene. The interior is open/spacious and bathed in light. Wake up to the many sounds of nature.

A cozy sleeping area features warm wood accents and a spacious bed with earthy-toned bedding. Large windows provide ample natural light and showcase a serene lake view framed by lush trees. Built-in shelves are adorned with decorative items, enhancing the inviting decor.

Tiny home in East Lyme

4.96 out of 5 average rating, 103 reviews

Lakefront Retreat Tiny House

Discover a tranquil lakeside escape in our cozy tiny house, nestled within a boutique RV Park in East Lyme, CT, just 15 minutes from Mystic. Perfect for couples seeking a romantic getaway or individuals looking for a serene retreat. Compact in size but loaded with all the comforts you need: a comfy queen bed, smart TV and fast WiFi, a fully-equipped kitchen, a bathroom with full sized shower and flushing toilet, inviting decor and an unbeatable lake view!

The exterior of the barn is showcased, featuring weathered wooden siding and a welcoming entrance. Steps lead to a sturdy front door framed by decorative lights. Planters with vibrant flowers are positioned on either side, enhancing the barn's rustic charm against a backdrop of lush greenery.

4.96 out of 5 average rating, 161 reviews

River Barn, Sidewalk Stroll into Essex Village

The Coolest Airbnb in Connecticut (Conde Nast Traveler 2021) The barn is a perfect retreat. Ideal for those looking to take a break from city life or those working remotely. Would also make for a lovely place to call home while you are selling or renovating your own home. Couples, two good friends, singles, or a family with an older child will enjoy the configuration. It will also make for a lovely getaway for a couple with a newborn.

Top guest favorite

A well-lit guest suite features a spacious bed against a neutral wall. A cozy seating area with a patterned chair is present, alongside a light-colored rug on the wooden floor. Large windows allow natural light to fill the room, creating an airy atmosphere.

Guest suite in Westbrook

4.95 out of 5 average rating, 81 reviews

King Bed, Walk to Beach, Kitchenette, Porch/Patio

Discover why guests are raving about our private guest suite in coastal Westbrook, CT! Thoughtfully designed for comfort and convenience, it’s an ideal retreat for those seeking a seamless, relaxing travel experience. Perfect for solo travelers or couples, the suite combines contemporary design with thoughtful amenities for an unforgettable stay. Guests love the proximity to the beach, fine dining, and local attractions!

A bright living space features vaulted ceilings and modern light fixtures. Two armchairs are positioned beside a wooden table with a decorative plant. A television is mounted on the wall, and natural light filters through sheer curtains, enhancing the inviting ambiance.

Guest suite in Old Saybrook

4.98 out of 5 average rating, 96 reviews

Cozy Loft Getaway

Our private loft is bright and airy with vaulted ceilings and all brand new furniture and appliances. The kitchen and bathroom were thoughtfully designed and sourced from our design showroom right downstairs! Minutes from local beaches and our favorite food spots in town, we hope you enjoy our beautiful and cozy loft as much as we do!

Popular amenities for vacation rentals near Middle Beach

Free parking on premises

Air conditioning

Other top sights near Middle Beach

Long Island Aquarium216 locals recommend

Parrish Art Museum315 locals recommend

Gallery Cinema4 locals recommend

Duck Walk Vineyard125 locals recommend

Havens Beach36 locals recommend

Barnes Hole Beach5 locals recommend

Condo rentals with wifi

A bright living area features a comfortable white sofa and a modern armchair beside a wooden side table. Natural light floods the room through multiple windows, enhancing the neutral color palette and showcasing the sliding barn doors leading to additional spaces.

Condo in Mystic

4.87 out of 5 average rating, 125 reviews

Harper House Heart of DT Mystic Luxury Getaway

The open living area is furnished with a dark sofa and light wooden accents. A round table with a beige tablecloth is paired with four chairs, while framed artwork adorns the walls. A colorful area rug adds a cozy touch, complemented by soft lighting from overhead fixtures.

Condo in Middletown

4.93 out of 5 average rating, 161 reviews

Entire place to yourself Cromwell/Middletown Line

Top guest favorite

Two wooden Adirondack chairs are positioned on a spacious sun deck, overlooking expansive views of lush greenery and the waterfront. The bright blue sky complements the serene atmosphere, creating an inviting space for relaxation and enjoyment of the natural surroundings.

Condo in Montauk

5 out of 5 average rating, 234 reviews

Montauk Waterfront Condo w/ Sunset Views

The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.

Condo in Greenport

4.89 out of 5 average rating, 163 reviews

Beautiful Waterview Condo on the North Fork of LI

Top guest favorite

A living area features a comfortable sofa and two armchairs, arranged around a rustic coffee table. A fireplace is set into a stone mantel, and a large television is mounted on the wall. Sliding doors lead to a private balcony, allowing natural light to fill the space.

Condo in Norwich

4.98 out of 5 average rating, 154 reviews

The Vacay Villa

Top guest favorite

A spacious bed is adorned with a plush, white comforter and decorative pillows, including one reading 'home.' A tray with refreshments and a poolside bag rests nearby. Soft lighting from bedside lamps enhances the room's calm ambiance, complemented by a framed landscape photograph on the wall.

Condo in Norwich

4.98 out of 5 average rating, 199 reviews

Peaceful Oasis steps from Mohegan Sun

A cozy living space features a modern television mounted on a light wood console. A decorative plant adds a touch of greenery beside the TV. A wooden coffee table is positioned in the center, while a dining table with white chairs is visible in the background.

Condo in Hamden

4.87 out of 5 average rating, 131 reviews

Close to Yale Hospital, 1 bed apt, great location.

A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.

Condo in Greenport

4.87 out of 5 average rating, 143 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

Family-friendly house rentals

Top guest favorite

The spacious living room presents natural light from large windows, revealing views of the surrounding greenery. Light-colored furniture includes a cozy sofa and armchairs, arranged around a simple wooden table. A wall-mounted TV is positioned for easy viewing, enhancing relaxation.

Home in Old Saybrook

5 out of 5 average rating, 22 reviews

Cornfield Point Beach House View

Home in Old Saybrook

4.82 out of 5 average rating, 17 reviews

White Bird Beachfront. Dock available extra.

The image presents a serene beach scene, featuring a sandy pathway leading to a calm water body. A safety barrier is visible in the water, marking designated swimming areas. Lush green grass borders the beach, enhancing the tranquil coastal environment.

Home in Westbrook

4.95 out of 5 average rating, 58 reviews

Zion's Light Beach Cottage

A charming entrance is framed by an archway adorned with decorative ironwork. The door, painted in a soft turquoise, is complemented by a welcoming wreath. Lush green foliage surrounds the entryway, creating a serene outdoor environment.

Home in Old Saybrook

4.73 out of 5 average rating, 232 reviews

The Cottage

Top guest favorite

An exterior view of a quaint cottage is shown, featuring a green facade surrounded by manicured grass and hedges. Distant views of a landscape are visible beyond the property, with trees framing the scene and a pathway leading through the yard.

Home in Old Saybrook

5 out of 5 average rating, 61 reviews

3BR Updated Cottage w/ Pool in Old Saybrook

The open kitchen features a spacious island surrounded by wicker bar stools. Bright white cabinetry and countertops create a clean aesthetic. A combination washer and dryer is discreetly integrated into the design. Natural light enters through large windows, enhancing the inviting atmosphere.

Home in Westbrook

4.86 out of 5 average rating, 7 reviews

Middle Beach House 3 Min Walk

Top guest favorite

The inviting entrance of the cottage is shown, featuring a front porch and path bordered by lush greenery. Vibrant flowers add color to the landscape, while a warm glow emanates from the entryway, highlighted by the soft evening sky.

Home in Westbrook

4.98 out of 5 average rating, 65 reviews

Sea Salt Air Changes Everything

Top guest favorite

The exterior of the Secret Stone Cottage is presented, featuring a charming stone facade and a multi-pitched roof. Lush greenery surrounds the property, complemented by a well-maintained lawn and a paved driveway leading to an adjacent garage.

Home in Westbrook

5 out of 5 average rating, 33 reviews

Secret Seaside Stone Cottage

Apartment rentals with air conditioning

A cozy living area features a gray sofa and ottoman, complemented by an artistic wall decoration. A spiral staircase leads to a lofted space above. Natural light streams in from the window, highlighting the exposed beams and the elegant architecture of the room.

Apartment in East Haddam

4.78 out of 5 average rating, 288 reviews

The Federal Suite at the Wisteria Rest

A cozy sleeping area features a wooden bed frame adorned with decorative pillows, flanked by two bedside tables. A light blue throw is draped over the bed. A comfortable seating area includes a round table and armchair, complemented by a soft rug covering the floor.

Apartment in New Haven

4.94 out of 5 average rating, 309 reviews

Urban Getaway

The historic Ludington House features a grand white facade with black shutters and a central entrance. A large porch with a decorative railing enhances the welcoming appearance. Lush greenery and landscaped flower beds flank the pathway leading to the front door, creating an inviting entry.

Apartment in Old Lyme

4.9 out of 5 average rating, 207 reviews

Private apartment in historic Old Lyme mansion

Top guest favorite

A cozy outdoor fire pit area features four Adirondack chairs gathered around a warm fire. Soft lighting from string lights above enhances the tranquil setting, with natural greenery surrounding the space. Guests are seen enjoying conversation, adding to the inviting atmosphere.

Apartment in Chester

4.99 out of 5 average rating, 102 reviews

The Millhouse Downtown Chester

Top guest favorite

A tranquil lakeside scene is captured, featuring a sandy shore beside Cedar Lake. Two benches are positioned near the water, with towels draped over them. Sunlight filters through nearby trees, creating a serene atmosphere. The calm water reflects the surrounding greenery.

Apartment in Chester

4.98 out of 5 average rating, 177 reviews

Charming Chester Retreat - Cottage

Top guest favorite

The main bedroom features a spacious bed with a white comforter and dark accent pillows. Sunlight filters through sheer white curtains covering French doors, leading to the outdoors. Bright wooden floors add warmth, while a ceiling fan offers comfort.

Apartment in Greenport

4.96 out of 5 average rating, 104 reviews

Lovely 2-bedroom apartment in a historic home

A well-appointed living area features a comfortable gray sofa and a light-colored ottoman atop a soft area rug. Natural light fills the space, illuminating the wooden floor and highlighting a dining table and chairs nearby. Decorative accessories add charm to the serene atmosphere.

Apartment in Greenport

4.92 out of 5 average rating, 112 reviews

Private 1st flr apt w/ patio 3 blocks from beach

Top guest favorite

A cozy living area features a gray sofa with decorative pillows, a wood table set for dining, and a patterned armchair. Natural light filters through two windows, illuminating the television placed on a wooden media console. A subtle area rug adds warmth to the space.

Apartment in Branford

4.99 out of 5 average rating, 124 reviews

Downtown Branford Retreat - Quiet yet Central Apt

Other great vacation rentals near Middle Beach

A two-story beach cottage is presented with a light exterior and a spacious balcony. Large sliding glass doors are visible at the lower level, providing easy access to the outdoor space. Nearby, a driveway is seen leading towards the garage.

Cottage in Westbrook

4.91 out of 5 average rating, 96 reviews

A Beach House Gem

A charming cottage with a white exterior is presented, featuring a spacious front porch and decorative railings. A basketball hoop stands prominently on the gravel driveway, with planters and shrubbery visible in the foreground. Clear blue skies enhance the inviting appearance of the home.

Cottage in Westbrook

4.99 out of 5 average rating, 71 reviews

Beautiful Updated Cottage walk to the Beach

Top guest favorite

A cozy living area is presented with a neutral color palette. A comfortable sofa is draped with a textured throw, and an organic wooden coffee table is centered within the space. Art prints adorn the walls, while natural light gently illuminates the room.

Apartment in Westbrook

4.94 out of 5 average rating, 36 reviews

Meadowview & Pondside Retreat

Top guest favorite

A cozy living area features a circular coffee table centered on a textured rug, surrounded by a comfortable sectional sofa. A modern wood stove is positioned against a white wall, complemented by large windows allowing natural light to fill the space. Lantern-style light fixtures add a serene touch.

Barn in Deep River

5 out of 5 average rating, 22 reviews

Salt House

Top guest favorite

A well-maintained exterior of a home is framed by lush greenery, showcasing a garden with colorful flowering bushes. A winding gravel path leads through the manicured lawn, inviting exploration of the outdoor space among the trees.

Guest suite in Clinton

5 out of 5 average rating, 18 reviews

Private 2-room suite + bath in beach town

Top guest favorite

A serene bedroom features a stone accent wall contributing to a calming aesthetic. A spacious bed is presented with white linens and two decorative pillows. Warm lighting is provided by bedside lamps, with additional natural light coming from a nearby window.

5 out of 5 average rating, 11 reviews

4 Bedrooms Modern Home with Water View & Access

A compact kitchenette is seen, featuring wooden cabinets and a stainless steel refrigerator. A microwave is mounted above a sink with dark countertops. A light-filled sleeping area is visible in the background, furnished with a blue bedspread and a wooden dresser.

Apartment in Clinton

4.87 out of 5 average rating, 47 reviews

Bright & Cozy Loft Near Beach

A serene beach shoreline is depicted, featuring soft sand leading gently to calm waters. The clear blue sky meets the horizon, creating an expansive view. Footprints are visible in the sand, illustrating a sense of tranquility and solitude by the sea.

Bungalow in Westbrook

4.86 out of 5 average rating, 43 reviews

Adorable single story cottage-by-the-sea