House holiday rentals in West Haven

5 out of 5 average rating, 129 reviews

Feb/Mar longer stays avail! Inquire! New Firepit!

*Feb and Mar available for longer stays!Inquire!* *Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed

4.96 out of 5 average rating, 337 reviews

A rustic barn-style home features a wooden exterior with multiple large windows, enhancing natural light. A spacious elevated deck is surrounded by lush greenery, while an outdoor umbrella offers shade. The setting is serene, with a glimpse of the nearby brook and wooded area.

Home in Fairfield

Luxurious Barn With New England Charm

Three decades of tasteful renovations — many using re-purposed material — have rendered this converted barn magazine-worthy. Set-back from the road on 1-acre of wooded land with a babbling brook, this conveniently-located modern home maintains its rustic allure. With 30-foot ceilings, exposed wooden beams, dozens of windows, an array of eclectic furniture, and a grand piano, the charm of the barn is immediately obvious. Perfect for romantic getaways, small retreats, family gatherings, and more.

5 out of 5 average rating, 159 reviews

Home in North Haven

Luxury Stay in Expansive Historical Home

The Bassett House, originally built in 1802, this large historic farmhouse was elegantly remolded in 2018. North Haven, CT is centrally located and just minutes from Yale, Quinnipiac, UNH, and SCSU as well as shopping, the best restaurants, hiking trails state parks and beaches, and many local attractions including various vineyards. If you’re planning a business trip or a gathering for family or friends, then our home can provide you with an exceptional level of comfort during your time in CT!

4.98 out of 5 average rating, 196 reviews

A serene view of the Long Island Sound showcases several sailboats gently drifting on the blue water. The scene is framed by a simple fence and grassy area, with a clear blue sky above, creating a peaceful coastal atmosphere.

Home in East Shore

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

PETS ALLOWED! Spectacular unobstructed Long Island Sound views year-round, out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes to wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

4.95 out of 5 average rating, 126 reviews

A vibrant sunset reflects on calm waters, with shades of orange and purple illuminating the sky. Silhouettes of small boats are visible along the sandy shoreline, while gentle waves create a serene atmosphere. The scene offers a tranquil view of Long Island Sound at dusk.

Home in East Shore

Beach Haven - waterfront, near Yale, sunsets

Everything you need for an amazing vacation, year-round, in our comfortable home right on the beach! Walk out the back door and dip your toes in the sand and in Long Island Sound. Enjoy spectacular views from the back patio, sun room, and most rooms in the house. Watch the sunset while soaking in the hot tub. Sit by the gas fireplace with a book. Stroll along the lovely nearby sea wall. 10-minute drive to Yale and all downtown New Haven has to offer. 5-minute drive to Lighthouse Point Park.

4.99 out of 5 average rating, 338 reviews

A cozy living area is presented, featuring a spacious gray sofa and two vibrant orange chairs. A coffee table rests atop a colorful area rug, with natural light filtering in through large windows. Green foliage is visible outside, enhancing the welcoming ambiance.

Home in Fair Haven

Q River House - 2 bdrm, minutes from Yale/Downtown

Q River House: newly remodeled two bedroom home in the historic Fair Haven neighborhood, conveniently located minutes from downtown New Haven and Yale. Take in river views with your morning coffee on the front porch and relax on the large and private back deck. Enjoy one of the city’s many fine restaurants or cook for yourself in the fully appointed modern kitchen. This riverfront home has been lovingly decorated with attention to style and comfort, and features off-street driveway parking.

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.

4.96 out of 5 average rating, 249 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!

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.

4.99 out of 5 average rating, 148 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

A dining area features a long wooden table surrounded by six black chairs. A vintage wooden cabinet stands against the wall, displaying decorative items. Natural light enters through leaded glass windows, creating a warm atmosphere. A patterned rug adds color to the space.

4.99 out of 5 average rating, 214 reviews

Historic New Haven Home

Our family owned New Haven vacation house is a renovated 1920s Tudor. It's located in a quiet, safe, & beautiful neighborhood, close to downtown and Yale. We've carefully preserved historic aspects we love (ie: art deco tile & leaded glass windows), and combined it with central a/c, USB ports, new appliances, gas fireplace, high speed wifi & more. You’re also welcome to use the small screened in porch, patio with chairs, and the yard. The entire house and driveway is yours when you rent.

5 out of 5 average rating, 104 reviews

A spacious living room features a large sectional couch adorned with colorful pillows, next to a smaller armchair. Natural light floods through wide windows framed by vibrant curtains. A wooden coffee table sits in the center, with art pieces displayed on the walls and a guitar nearby.

Home in Westville

Westville Schoolhouse by Stephanie and Damian

The beautiful "School House" sits in the heart of Westville, New Haven's most artsy and eclectic neighborhood. The "School House" is a 15 minute walk to the Westville Concert bowl, and the Yale Football stadium for an easy commute to a concert or game. Just a one minute walk to the center of Westville you will find Lotta's artist studio, Bella's restaurant, RAWA, Pistachio Coffee and Manjares Tapas & Wine, as well as the famous Camacho Garage restaurant amongst other attractions.

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.

4.86 out of 5 average rating, 110 reviews

Westshore Luxury

Relax in the cozy living spaces, unwind in the bonus room, or take a peaceful stroll along the sandy beach just steps from your door. Enjoy breathtaking sunrises and sunsets over the water, fall asleep to the soothing sound of waves, or explore the scenic shoreline by bike. Whether you’re visiting for a quiet weekend escape or a longer stay, this charming beach home offers the perfect balance of comfort and tranquility. Quiet home for rest and relaxation — no parties or events.

4.94 out of 5 average rating, 123 reviews

A comfortable living area features a light-colored sofa accompanied by two lamps on side tables. A textured area rug lies beneath a coffee table, while natural light filters through multiple windows, creating a bright and open space. A dining area is visible in the background.

Home in Branford

Charming home, easy access to everything Branford

Full home, comfortable and very well equipped. Private fenced in backyard with patio dining area. Off-street (driveway) parking. Short Walk to the Shoreline Greenway trail. Less than a mile to downtown, parks, beaches, restaurants, marina, Stoney Creek Brewery. Near event venues, The Owenego and Pine Orchard club. Close to New Haven. Family(kid) Friendly home with private fenced in backyard with patio dining area. Equipped with Pack N Play, highchair, booster seat, etc

Popular amenities for house rentals in West Haven

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 40 reviews

The living area features two comfortable, light-colored chairs positioned beside a small table. A large bay window allows ample natural light to fill the space, offering views of colorful foliage outside. Soft curtains frame the window, enhancing a welcoming environment.

Home in Fairfield

Once a Pond - time and stress slow down.

An outdoor space features a heated pool with a clear blue surface, surrounded by a spacious deck. Lounge chairs and shaded seating areas are arranged nearby, offering comfort and relaxation. Lush greenery borders the area, enhancing the tranquil atmosphere.

Home in Hamden

4.86 out of 5 average rating, 58 reviews

Modern home with a private Heated pool and jacuzzi

A serene view of the Long Island Sound is captured at sunset, featuring soft pastel hues in the sky. A few clouds are present, and the gentle water surface reflects the vibrant colors. A flagpole with an American flag stands prominently in the foreground.

4.82 out of 5 average rating, 112 reviews

Spacious 4 bedroom, oasis with ocean views galore

A modern bathroom sink features a sleek, chrome faucet above a round glass basin. The countertop is made of light-colored wood, while a decorative mosaic tile backsplash in neutral tones adds visual interest. A mirror is framed above the sink, enhancing the space's functionality.

4.73 out of 5 average rating, 26 reviews

Cozy 3 bedroom minutes from Yale and the beach

A circular seating area features white swings surrounding a stone fire pit, which is set within a gravel base. Lush greenery and decorative plants provide a serene backdrop, while a tall fence offers privacy to the gathering space.

Home in Naugatuck

4.71 out of 5 average rating, 14 reviews

The Oasis in Naugatuck, CT

4.89 out of 5 average rating, 19 reviews

Home in Redding

Meeker Hill House - Country Escape w/ Heated Pool

4.9 out of 5 average rating, 121 reviews

A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.

Home in Hamden

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

4.95 out of 5 average rating, 41 reviews

A serene pool area is captured at sunset, featuring a tranquil water feature flowing into the pool. Surrounding trees are silhouetted against a sky painted in soft pink and purple hues, offering a peaceful evening atmosphere.

Home in Fairfield

Renovated, Private, 4BR Cape w/Pool nr FFU/Town

Weekly house rentals

4.92 out of 5 average rating, 50 reviews

New Haven Home | Private| Groups| Yale | Hot Tub

A modern living space is highlighted by a brown leather sofa adorned with decorative pillows. A gas fireplace sits in the foreground, flanked by a small potted plant. The open layout leads to a dining area, with warm lighting illuminating the space.

4.86 out of 5 average rating, 85 reviews

McAngel Haven: 5 mins from Yale

The exterior of a charming beach house is presented, featuring a light-colored facade with a combination of siding and shingles. A welcoming front porch is visible, surrounded by a well-kept lawn and a walkable pathway leading to the entrance.

4.93 out of 5 average rating, 43 reviews

Cozy Milford Beach House

4.9 out of 5 average rating, 30 reviews

A single-story blue home is presented, featuring a combination of large windows and a welcoming front entry. Stone steps lead to the door, with landscaped rocks and greenery enhancing the outdoor space.

Home in East Haven

Private Entire Home • Close to New Haven & Shore

5 out of 5 average rating, 19 reviews

An open-concept living area features a well-equipped kitchen with modern appliances and an island with seating. Neutral walls and wooden flooring create a warm ambiance. Two pendant lights hang above the kitchen island, illuminating the space and connecting seamlessly to the dining and living areas.

Home in Guilford

Coastal Getaway - walk to town and waterfront

5 out of 5 average rating, 74 reviews

An outdoor seating area is shown with comfortable chairs and a fire pit surrounded by paved stones. A well-maintained lawn and tall evergreen trees provide privacy, while large glass doors lead into the house, inviting natural light into the space.

Home in Prospect Hill

Private 6-Bed House w/ King Bd, Groups & Families

5 out of 5 average rating, 3 reviews

Apollo’s Haven Entire Unit 6 Min From Yale

The exterior of a two-story beach house is displayed, featuring a light-colored facade with a welcoming front porch and a gravel driveway. Inside, bright, open living spaces include a modern kitchen with sleek black appliances, a comfortable living area with a sofa, and a serene bedroom filled with natural light.

4.98 out of 5 average rating, 85 reviews

Luxe Beach House / 3 Bd-King / Chef Kitchen /4 TV

Private house rentals

The exterior of a newly constructed home features a combination of blue and white siding. Large windows are present on multiple levels, allowing for ample natural light. A staircase leads to the entrance, while parking is available beneath the house.

4.86 out of 5 average rating, 63 reviews

Newly Built Beach House Getaway

5 out of 5 average rating, 27 reviews

A comfortable living room features a pink sectional sofa arranged in a L-shape, accompanied by a light-colored armchair with a small side table. A colorful area rug adds warmth, while large windows adorned with sheer curtains provide natural light. Shelving displays decorative items.

Home in East Shore

The Jewel of The Cove - Historic Coastal Retreat

5 out of 5 average rating, 7 reviews

Home in West Rock

Country charm on quiet culdesac

4.86 out of 5 average rating, 7 reviews

Modern Beach Home - Waterview, Close to Everything

4.84 out of 5 average rating, 80 reviews

A shingle style home is showcased, featuring a distinctive chimney. The exterior is finished with light-colored shingles, complemented by greenery surrounding the base. Tall trees can be seen in the background under a partly cloudy sky.

Home in Short Beach

Beautiful 3 bedroom shoreline house

The cottage exterior features a welcoming red door and white adirondack chairs on the porch, inviting relaxation. A cozy fire pit is surrounded by stone in the yard, while vibrant flowers cascade nearby. An aerial view highlights the coastline and neighborhood layout, showcasing proximity to water.

4.97 out of 5 average rating, 93 reviews

Seaside Cottage: water views, walk to beaches!

4.92 out of 5 average rating, 53 reviews

The studio features a neatly arranged sleeping area with a quilted bedspread in blue and white patterns. A desk with a chair is positioned nearby, allowing for a focused workspace. Natural light streams through sheer curtains, creating a bright and welcoming ambiance.

Home in Bridgeport

Cozy Studio in Bridgeport