Vacation rentals in West Haven

4.95 out of 5 average rating, 165 reviews

A serene view of the shoreline at dusk, showcasing gentle waves lapping against the sandy beach. A wooden railing leads down the steps to the water's edge, with smooth stones lining the path. A remote island can be seen in the distance, against a softly colored sky.

Apartment in Milford

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!

4.97 out of 5 average rating, 580 reviews

Apartment in Woodmont

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!

Superhost

The exterior of a three-story building is shown, featuring a white façade and a welcoming front porch with railings. Steps lead to the entrance, and the landscape includes a well-maintained lawn and signage indicating the building's purpose.

4.92 out of 5 average rating, 202 reviews

Perfection! 2 Bedroom Apt. Friends or Family!

1 mile to beaches! In close proximity to UNH, Yale College, Quinnipiac and Southern. Apt is located on the University New Haven Shuttle Line. All amenities to include linens and extra touches. Both bedrooms have 2 twin xl beds which can be combined into Kings, 43" Large screen tv, wifi, central air. Centrally located in downtown West Haven in close proximity to train station, beaches, The VA, Yale, Southern, Quinnipiac and University of New Haven Colleges. All amenities in walking distance.

4.97 out of 5 average rating, 306 reviews

An expansive view of the ocean is displayed, showcasing gentle waves lapping against rocky shorelines. Soft colors of blue and orange blend in the sky, while distant land is visible on the horizon. Rocky outcrops protrude into the water, creating a natural coastal feature.

Bungalow in Woodmont

SUMMERSale!Beach Bungalow|Pet-friendly|WalktoBeach

Welcome to the Beach Bungalow, completely remodeled to the studs in '21! This Woodmont by the Sea home is a 3 block stroll to Anchor Beach & the walkway along beautiful Beach Ave. The home offers a modern kitchen, dining for 6, private back porch & outdoor shower. This +775sf bungalow has a driveway & on-street pkg. It's located in a charming coastal town, walking distance to restaurants, grocery store & Robert Treat Farm and is 2 mi to I95, 10 mi to Yale/New Haven...and mins to breweries.

4.98 out of 5 average rating, 108 reviews

A functional laundry area is showcased, featuring a washer and dryer side by side. The space is well-organized, with a metal shelving unit positioned above, storing cleaning supplies. Exposed utility lines and concrete walls provide a utilitarian background, contributing to the overall practicality of the area.

Apartment in Milford

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.

Superhost

Apartment in New Haven

4.95 out of 5 average rating, 374 reviews

Luxury Apt with Parking and Gym | Downtown at Yale

Nestled in the heart of New Haven’s historic downtown, our designer home is part of the city’s most prestigious new luxury complex, renowned for its unmatched amenities and design. Highlights: • Prime location just steps from Yale University • Immaculately cleaned before every stay • Complimentary coffee, plush linens, and premium toiletries • 24/7 state-of-the-art fitness center • Expansive rooftop terrace with grills and chic lounges • Over 700 sqft of bright and sophisticated living space

4.94 out of 5 average rating, 145 reviews

A serene view is captured through a large window, framing a tranquil lake surrounded by lush greenery. A potted plant is positioned in the foreground, while a wooden chair sits on the patio outside. Soft curtains drape, accentuating the bright, sunny atmosphere.

Loft in Woodmont

Lovely water front lower-level loft, free parking

This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

4.97 out of 5 average rating, 144 reviews

A serene outdoor setting features several Adirondack chairs arranged around a fire pit, surrounded by lush green trees and natural rock formations. The calm river flows gently nearby, with sunlight filtering through the canopy, creating a peaceful retreat atmosphere.

Cottage in Weston

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

4.99 out of 5 average rating, 112 reviews

A lively waterfront scene features colorful Adirondack chairs arranged around a fire pit. Guests can be seen enjoying the sunset, with vibrant orange and pink hues filling the sky. A rustic building and dock are visible in the background, adding to the inviting atmosphere.

Apartment in Branford

Downtown Branford Retreat - Quiet yet Central Apt

A welcoming apartment nestled in the heart of Branford - a quintessential shoreline community! This inviting space offers modern design, a well-equipped kitchen, comfortable bedroom, and a convenient location. Situated within walking distance of the town green and minutes from beaches, guests can easily explore this vibrant shoreline town. From boutique shops and art galleries to charming cafes and trendy restaurants, experience the best of Branford right at your doorstep!

A small outdoor deck features a round glass table with two patterned chairs. A colorful welcome mat lies at the entrance, while a striped umbrella provides shade. The surrounding wood railings and foliage create a pleasant, intimate atmosphere.

4.91 out of 5 average rating, 528 reviews

Cozy & Private Apartment Near the Ocean

Relax by the Shore in Cozy Comfort 🌊 Unwind in our charming West Haven apartment, just minutes from the beach, bird sanctuary and the scenic Long Island Sound. This inviting space features a full kitchen, private bathroom, cable TV, fresh linens and towels, air conditioning, free WiFi, and a spacious driveway for easy parking. Perfect for solo travelers or couples, and comfortably fits up to 3 adults. Your beachside escape awaits!

4.93 out of 5 average rating, 310 reviews

A narrow hallway features a stacked washer and dryer set against one wall, providing convenience for guests. Wood flooring extends throughout the space, with a view of a dining area in the background illuminated by natural light. A doorway leads outdoors, enhancing accessibility.

Guesthouse in Westville

Square 6ix

Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. Stylishly decorated with mid-century modern furniture and adorned with pieces from local artists, this quiet home has a separate entrance, separate porch, high ceilings, and a fully equipped kitchen. The guest house is located a walking-block away from the charms of Westville Village and Edgewood Park.

Apartment in Downtown New Haven

A decorative globe on a silver stand adds a vintage touch to the space. In the background, a dining area is visible, featuring a wooden table surrounded by chairs and softly glowing light fixtures.

4.92 out of 5 average rating, 226 reviews

Stay @ the Roost on Mansfield in the heart of Yale

The Roost on Mansfield is a cozy and comfortable two bedroom apartment located in the heart of campus right across from the Yale Hockey Rink. The Roost has lots of sunlight, is fully furnished, has great amenities- free secure off-street parking, beddings, great cooking gear, everything you need as a guest. The building has exterior cameras, security monitoring and is equipped with digital locks for flexible check-in.

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Popular amenities for West Haven vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in West Haven

A kitchen countertop is shown with a coffee maker positioned against a stone backsplash. A wire basket contains several apples, and a small woven basket holds creamers. Dark cabinetry complements the granite surface.

4.77 out of 5 average rating, 167 reviews

Cozy private apartment near Yale, UNH & the beach!

The living room features a modern design with a curved green and orange sofa surrounding a light wood coffee table. A striking black fireplace provides a focal point against a light wall. A statue and decorative elements contribute to the welcoming ambience.

4.96 out of 5 average rating, 50 reviews

Westshore Luxury

The exterior of a two-story house is shown at dusk, highlighting the blue siding and front garden. Soft lighting illuminates flower beds along a fenced area, while a driveway leads to a parked vehicle. A pathway leads to the entrance, enhancing the welcoming appearance of the home.

5 out of 5 average rating, 16 reviews

1 Bdrm Apt in West Haven

5 out of 5 average rating, 6 reviews

An interior view of the camper shows a television mounted on the wall, displaying a broadcast. Nearby, a compact kitchen area features a stove and cabinets, while a curtain separates the living space for added privacy.

Camper/RV in West Haven

Romantic getaway on wheels

A newly constructed wooden staircase leads to an elevated deck area, surrounded by slatted railings for safety. A black grill is positioned on the ground level beside the stairs, with a textured gravel surface providing a stable foundation.

4.82 out of 5 average rating, 92 reviews

Beachy Bay Breeze Bungalow 2BR with parking and close to many amenities.

4.98 out of 5 average rating, 52 reviews

Cottage in West Haven

4BR Shoreline Getaway: Ideal for Families & Groups

A washer and dryer set is positioned side by side in a designated laundry area. Both appliances are white, with the washer featuring a control panel on top and the dryer displaying a front door. Sunlight filters in from a nearby window, illuminating the room.

4.9 out of 5 average rating, 29 reviews

Fully furnished 2nd floor apt. 4 rooms 2 bedrooms

An aerial view of a sandy beach lined with families enjoying the sun. The shoreline curves gently into the water, while beachgoers are seen relaxing on towels. A collection of parked cars is visible along the road parallel to the beach, with green trees in the background.