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Places to stay near Short Beach

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Top-rated vacation rentals near Short Beach

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The entrance features a charming porch framed by white railings, with potted plants adding greenery. A welcoming front door is accentuated by patriotic decorations, and a small seating area is visible beside lush greenery and a well-maintained lawn.

Home in Fairfield

4.9 out of 5 average rating, 114 reviews

Fairfield 2nd Fl–2 Rms | Exclusive Entry & Parking

ENTIRE 2nd FL for up to 2️⃣ adult guests ONLY 2️⃣ Rooms➕Skylit Full Bath Exclusive Driveway Parking spots➕Private Main Entrance, separate from full-time renters on 1st FL using back entries Heat & Cool: wall-mounted AC➕portable Dyson ➕ Central AC w/2 sensors - host adjustable remotely TV is Screen only, works with Bluetooth & Chromecast, NO Services Kitchenette: heat/store food (NO cooking), allows affordable stay in affluent Fairfield Town Professional Clean Service Host Assistance Virtually

Top guest favorite

A spacious studio layout includes a cozy queen bed adorned with a geometric quilt. Nearby, a comfortable seating area features a patterned sofa and a green chair. Natural light flows through large windows adorned with bamboo shades, illuminating the warm wood floor.

Apartment in Milford

4.95 out of 5 average rating, 166 reviews

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

Top guest favorite

The spacious living area features a large window allowing natural light to fill the room. A comfortable seating arrangement includes a plush armchair and a sofa, accompanied by a coffee table. Decorative plants and a decorative rug complement the elegant furnishings, including a classic wooden armoire.

Guest suite in Fairfield

4.95 out of 5 average rating, 205 reviews

2 BRm Suite; Ktchn; Livng area; wash/dryr; Private

Fully accessorized, large (919 sq ft) beautiful suburban space with bedroom (queen); convertible Murphy bed (queen), in-room sitting area/large screen TV, kitchenette; 2nd room: bedroom (queen) with living space / large screen TV; private full bath; in-suite washer/dryer; private entry to suite (front door; up 1 flight of stairs). Includes light continental breakfast. Owners on property. Off street parking. Train station a mile away (NYC: 70 min). 2 miles to beach. Easy walk to Fairfield U.

The three-story house features a light grey exterior with multiple balconies on the front. A double garage is located on the ground floor, with large windows above offering a view of the spacious balconies. The welcoming entrance is framed by well-maintained landscaping.

Home in Milford

5 out of 5 average rating, 9 reviews

New build! 1 house from beach

!2025-2026 calendar now fully open for bookings! One house from the beach. Stunning new build with breathtaking views of Long Island Sound, Charles Island, & incredible sunrises. Enjoy the luxury of a 5-star hotel with the privacy of home. Three spacious balconies, luxurious linens, a fully equipped kitchen, & thoughtful amenities for an unforgettable stay. Whether for family vacations, weddings, business trips, or college visits, our prime location near Tyde and Yale University makes it ideal.

Top guest favorite

An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.

Apartment in Milford

4.97 out of 5 average rating, 583 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Top guest favorite

A serene garden area is seen, featuring lush green grass and vibrant flowerbeds with orange blooms. A tranquil pond is visible in the background, surrounded by trees and natural landscaping, creating a peaceful outdoor setting.

Apartment in Milford

4.98 out of 5 average rating, 109 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

The exterior of a beach cottage is shown, featuring light-colored siding and blue shutters. A white railing surrounds a small porch, leading to a front door. Lush greenery and a few decorative elements enhance the inviting appearance of the home.

Cottage in Milford

4.95 out of 5 average rating, 107 reviews

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Classic 1920s beach cottage perfect for your summer at the shore! It is tucked away on a quiet street, across from Silver Sands Beach Milford. This cozy cottage offers 2 bedrooms with bonus loft sleeping area. In one of CT's most desired shoreline locations, steps to the private beach & Silver Sands State Park boardwalk, walnut beach, ice cream and cafe. Close to downtown green which offers bars and restaurants, train to NYC and New Haven, Yacht Clubs and Yale. Beach Vacation. Pet Friendly!

An aerial view showcases a coastal neighborhood with homes situated along a sandy beach. Vibrant blue waters and marshlands surround the area, emphasizing its seaside location. The arrow points to the property's location within the community, illustrating proximity to the beach.

Home in Milford

4.96 out of 5 average rating, 225 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Top guest favorite

A comfortable living room is featured, with a gray sofa and two wooden chairs positioned around a small, circular coffee table. Natural light filters through large windows, illuminating light-colored walls and warm wooden flooring.

Home in Milford

4.99 out of 5 average rating, 116 reviews

The ARLO - Walk to Brewery & Restaurants

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

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, 146 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

An aerial view captures the coastal neighborhood, with a sandy beach and clear blue water. The vibrant homes line the shore, featuring varied architectural styles. Lush greenery borders the area, enhancing the sense of tranquility and charm typical of beachside living.

Home in Milford

5 out of 5 average rating, 108 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach, Silver Sands, dining, shops & more, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

A welcoming living area features a comfortable couch and a textured ottoman, complemented by natural wood accents on the ceiling. Light fills the space from multiple windows, highlighting the hardwood floors and decorative stone wall that adds character to the room.

Cottage in Milford

4.95 out of 5 average rating, 328 reviews

Summer Sale|CozyCottage|Pet-friendly|Walk to Beach

Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

Popular amenities for vacation rentals near Short Beach

Free parking on premises

Air conditioning

Other top sights near Short Beach

Yale University91 locals recommend

Yale University Art Gallery75 locals recommend

AMC Stony Brook 173 locals recommend

Long Island Museum of American Art, History, and Carriages8 locals recommend

Plaza Cinema & Media Arts Center4 locals recommend

Stappa Vineyard4 locals recommend

Condo rentals with wifi

The living area features a comfortable sofa with decorative cushions, paired with a coffee table. Light streams in from a window, enhancing the relaxing ambiance. A wall-mounted television and abstract artwork provide visual interest, while a plant adds a touch of nature.

Condo in Stamford

4.67 out of 5 average rating, 24 reviews

Clean 1 BD apt with Free Wi-Fi and parking

An open kitchen features modern appliances and light cabinetry, with a central island and seating for four. A dining table is positioned nearby, surrounded by wooden chairs. Natural light enters through multiple windows, illuminating the warm wood flooring.

Condo in New Haven

4.84 out of 5 average rating, 288 reviews

Stunning, Spacious, Spotless. Close to Yale.

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, 158 reviews

Entire place to yourself Cromwell/Middletown Line

A neutral-toned sofa is positioned against a light wall, complemented by a textured cream throw and a striped accent pillow. A framed wall hanging with the phrase 'Welcome Home' adds a touch of warmth and inviting ambiance to the living space.

Condo in Norwalk

4.85 out of 5 average rating, 26 reviews

*New Studio in the heart of Downtown Norwalk*

Top guest favorite

A modern living area features leather sofas, a coffee table adorned with decorative items, and warm lighting. Large bright blue curtains frame the windows, and colorful artwork adds a pop of interest on the walls. A flat-screen TV is mounted opposite the seating arrangement.

Condo in Stamford

4.98 out of 5 average rating, 46 reviews

Downtown Living w/ parking, W/D & Wi-Fi+!

Two people are seen swimming in a calm body of water, surrounded by gentle ripples reflecting sunlight. Lush greenery lines the distant shoreline, creating a serene backdrop against the shimmering surface.

Condo in Mount Sinai

5 out of 5 average rating, 36 reviews

1856 Trading House close to water

Top guest favorite

The living area includes a comfortable black armchair and a glass coffee table. A flat-screen TV is positioned against the wall, while a small dining table with two chairs is set nearby. Artwork adorns the walls, enhancing the light-colored space.

Condo in Stamford

4.86 out of 5 average rating, 64 reviews

Cozy private furnished apartment

The exterior of a historic brick building is presented, showcasing a set of elegant wooden double doors at the entrance. A well-maintained staircase, flanked by decorative railings and lush greenery, leads to the door, enhancing the building's architectural charm.

Condo in New Haven

4.84 out of 5 average rating, 61 reviews

Brownstone Downtown New Haven Yale

Family-friendly house rentals

A light-filled living area features a comfortable sofa adorned with nautical-themed pillows. A wooden coffee table rests on a woven rug, while a stylish floor lamp and wooden chair enhance the space. The ceiling showcases exposed beams, adding character to the room.

Home in Huntington

4.85 out of 5 average rating, 296 reviews

Nautical Farm House on Working Farm with Animals

Home in Wading River

4.96 out of 5 average rating, 508 reviews

Your Zen Retreat

A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.

Home in Stormville

4.94 out of 5 average rating, 183 reviews

Private Hudson Valley Country Retreat

A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.

Home in Hampton Bays

4.94 out of 5 average rating, 132 reviews

Peaceful Retreat in Immaculate Architect’s House

Top guest favorite

A large, sunny playroom features colorful tables and chairs for children. Shelves are filled with various toys and books. A cozy seating area with a bean bag is visible. Bright windows allow natural light to illuminate the space, creating an inviting atmosphere for play.

Home in Stamford

4.98 out of 5 average rating, 236 reviews

Bright Stylish Chic 4BR 4BA Home

Top guest favorite

A cozy living area is highlighted by wooden paneling and stone columns. Comfortable seating is provided by a large couch adorned with colorful patterns. A dining table set for four sits beside a bright pink tablecloth. A subtle floral artwork adds an inviting touch to the space.

Home in Calverton

4.98 out of 5 average rating, 182 reviews

Quiet Canoe Lake Cottage getaway

A serene waterfront view features a sailboat gliding across calm waters. Lush green grass borders the shoreline, reflecting the tranquility of the environment. The clear blue sky stretches overhead, enhancing the peaceful atmosphere of the setting.

Home in Hampton Bays

5 out of 5 average rating, 128 reviews

Hamptons Waterfront- Great Location- On the bay

Top guest favorite

A charming cabin is framed by a spacious lawn, featuring a stone foundation and a red roof. Large windows provide views of the surrounding landscape, while a stone chimney rises from the side. A detached garage is visible on the left.

Home in Newtown

4.98 out of 5 average rating, 157 reviews

Charming Cabin

Apartment rentals with air conditioning

An outdoor seating area is presented with a comfortable couch adorned with colorful throw pillows. A small table features a decorative item, while a vibrant side table adds a pop of color. A patterned rug complements the space, surrounded by greenery.

Apartment in Milford

4.95 out of 5 average rating, 111 reviews

Downtown, Private balcony, 1gb fiber Wi-Fi

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, 305 reviews

Urban Getaway

Top guest favorite

A bright living area features a large window providing natural light. A comfortable couch and a loveseat are arranged around a wooden coffee table. A decorative mirror hangs on the wall, and a flat-screen TV is positioned on a stand beside a small side table.

Apartment in Stamford

4.97 out of 5 average rating, 182 reviews

Standalone Cottage surrounded by woods

Top guest favorite

A cozy living room features a spacious blue couch adorned with yellow accent pillows. A wooden coffee table is positioned in front, with colorful artwork hanging on the walls. A large flatscreen TV is mounted for entertainment, enhancing the comfort of the space.

Apartment in New Haven

4.99 out of 5 average rating, 102 reviews

Retreat in New Haven by Stephanie and Damian

A well-equipped kitchen features wooden shelves with dishes and a coffee maker. A modern sink and black faucet are complemented by a smooth countertop, while natural light filters through a window adorned with greenery. Kitchen essentials are organized for convenience.

Apartment in Brookfield

4.92 out of 5 average rating, 283 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

A bright, open living space features a spacious bed and a comfortable sofa, complemented by a dining table with chairs. Light wood flooring enhances the modern design, while recessed lighting is installed in the ceiling, creating an inviting atmosphere.

Apartment in Port Jefferson Station

4.9 out of 5 average rating, 124 reviews

The Elite Enclave

A charming cabin exterior features dark wooden siding and light-toned accents. Steps lead to a welcoming deck where a kayak rests alongside two spacious chairs. Large windows provide natural light, while surrounding trees create a serene atmosphere.

Apartment in Rocky Point

4.84 out of 5 average rating, 114 reviews

Cozy and Quiet space to Relax

Top guest favorite

A bright dining area features a round wooden table surrounded by four woven chairs. Light filters through large windows with classic wood trim, illuminating a vibrant area rug. The space leads into a welcoming living area, indicated by a soft sofa and natural light.

Apartment in New Haven

4.93 out of 5 average rating, 236 reviews

Perfect for Yale and New Haven Visits

Other great vacation rentals near Short Beach

Top guest favorite

A spacious living room features a large sectional couch facing an 85-inch TV. Natural light fills the area through multiple windows, complemented by soft gray walls and a ceiling fan. A unique shark decor piece hangs above, with a glimpse of the outdoor area visible through sliding doors.

Home in Milford

5 out of 5 average rating, 31 reviews

Bull Shark Bungalow-Walk to Beach, Pet Friendly

A wooden dining table with several chairs is positioned on the sandy beach, overlooking the water. A vibrant sunset casts warm hues across the sky and reflects on the calm sea. Nearby rocks are visible along the shoreline.

Cottage in Stratford

5 out of 5 average rating, 35 reviews

Waterfront Beach Cottage in Connecticut

A serene beach scene captures the sun setting over calm waters. Soft golden light reflects off the surface, with silhouettes of wooden posts extending into the tide. The shoreline is framed by sand, creating a peaceful atmosphere for nature appreciation.

Home in Milford

4.97 out of 5 average rating, 29 reviews

*coastal and cozy beach stay, pet friendly

Top guest favorite

A wooden walkway extends through tall grass, leading towards the calm blue water. A lifeguard chair is set off to the side on the sandy shore, with clear skies above. The scene invites a sense of tranquility and connection to the beach.

Home in Milford

5 out of 5 average rating, 96 reviews

HGTV renovation! Steps to shops & water | Firepit!

Top guest favorite

The kitchen features modern appliances set against white cabinetry, complemented by black bar stools. An outdoor gathering area showcases a circular fire pit surrounded by black Adirondack chairs, with waterfront views in the background. A cozy bedroom displays a large bed with decorative pillows and natural light filtering through the window.

Home in Stratford

5 out of 5 average rating, 5 reviews

Charming Riverview Home *Near Train & I-95

A cozy living area features a large blue sectional sofa and a round white coffee table, set against light wooden flooring. A wall-mounted TV displays entertainment options, and natural light streams through sheer curtains, enhancing the inviting ambiance of the space.

Apartment in Bridgeport

5 out of 5 average rating, 4 reviews

Stylish 2King Bed Family Apartment w/no stairs req

The bedroom features a dark blue blanket draped over a spacious bed with a decorative pillow in vivid blue and white shades. Soft wall lamps illuminate the space beside matching bedside tables, while an elegant rose-patterned mural provides a serene backdrop.

Home in Stratford

4.93 out of 5 average rating, 30 reviews

The Rose

The cottage is nestled among lush trees, highlighted by a distinctive stone chimney. Expansive glass doors reflect the surrounding greenery, inviting natural light inside. The structure is surrounded by verdant shrubs, creating a harmonious connection with nature.

Guesthouse in Pound Ridge

4.94 out of 5 average rating, 77 reviews

A Lovely Cottage in the Woods with Private Pool

Destinations to explore