House holiday rentals in Stratford

5 out of 5 average rating, 132 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

4.89 out of 5 average rating, 246 reviews

The exterior of a two-story beach cottage is visible, featuring a soft gray facade and a balcony on the upper level. Large windows illuminate the lower floor, surrounded by a well-kept lawn and garden. A decorative trellis adds character to the welcoming entryway.

Home in East Haven

Beach Cottage by the Sea

Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

4.98 out of 5 average rating, 200 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.

A vibrant sunset fills the sky with hues of pink, orange, and purple, reflecting on the tranquil water. Silhouettes of two birdhouses are visible on posts in the foreground, framed by lush vegetation along the shore.

4.98 out of 5 average rating, 140 reviews

3 Bedroom Beach House with Hot Tub!

Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

An aerial view captures the surrounding residential neighborhood with close proximity to Long Island Sound. The property is highlighted in a circular outline, showcasing its location relative to nearby homes and the shoreline.

4.99 out of 5 average rating, 107 reviews

2 Bedroom with sweeping views of Long Island Sound

Entire 1st floor apartment with private entrance. A spacious layout with spectacular views of Long Island Sound from your private deck. Convenient location; minutes to downtown Milford, train station, beaches, restaurants, and shopping. 15 minutes to Yale and famous New Haven landmarks. Walking distance to local restaurants, beaches, and an ocean-side playground. Public Beach: 7 minute walk - 0.4 mi Restaurants: 6 minute walk - 0.3 mi Playground: 2 minute walk - 250' *NO SMOKING*

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, 158 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

Two wicker chairs with patterned cushions are positioned beside a large window, offering a panoramic view of the sandy beach and ocean. The serene landscape includes gentle waves and distant beachgoers, framed by a bright sky.

4.99 out of 5 average rating, 147 reviews

Serene Waterfront Retreat - 400 ft Private Beach!

Welcome to a slice of waterfront heaven! Located on Milford's Cedar Beach, this newly renovated 3 bedroom / 1.5 bath home features over 400 feet of private beach. Enjoy breakfast prepared in the Chef's kitchen while watching one of the most radiant sunrises you will ever see. Stunning views from every room in the house. Wade into Long Island Sound with your own private beach. Located 3 doors down from the CT Audubon Society, known for its views & wildlife. We can't wait to host you!

5 out of 5 average rating, 109 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.

4.84 out of 5 average rating, 117 reviews

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.

Home in West Haven

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.

4.99 out of 5 average rating, 150 reviews

A timber-style cottage is surrounded by landscaping featuring stones and low shrubs. A spacious deck with white railings leads to a welcoming entrance. Light-colored siding and multiple windows enhance the two-story structure, set against a backdrop of trees and open land.

Home in Southbury

The Cottage at Cedar Spring Farm

Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

A view of Long Island Sound at sunset is captured from the balcony. Gentle waves reflect the colors of the sky, ranging from soft pink to deep orange, while Charles Island is visible in the distance, framed by the serene horizon.

5 out of 5 average rating, 108 reviews

Milford Beach House - Newer Construction!

Relax on the beach! Recently built 3 bdrm home (2300 square foot) on the beach facing Long Island Sound w/ view of Charles Island! Silver Sands State Park 30 yards away! Big deck! Restaurant within walking distance & plenty more a short drive away. Park up to 4 vehicles below the house. This is a stylish beach house with loads of windows! Views, location and ambiance! Great for couples, adventurers, families & small groups. Dogs are welcome with pet fee.

4.95 out of 5 average rating, 212 reviews

A private hot tub is situated beneath a covered patio, surrounded by blooming azaleas. The inclined garden path leads to a charming wooden house featuring a slate roof, with warm sunlight illuminating the scene. Outdoor seating is available nearby.

Home in Stratford

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

Popular amenities for house rentals in Stratford

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.82 out of 5 average rating, 17 reviews

An inviting living area showcases a cozy green sofa and two light-colored armchairs, emphasizing a natural wood coffee table. A rustic stone fireplace adds warmth, with a well-equipped kitchen visible in the background, featuring a gray island with seating and stainless steel appliances.

Home in Brookfield

3.5 Acres of Relaxation, Pool, & Cozy Charm

5 out of 5 average rating, 26 reviews

Home in New Milford

Bluewater Lodge at Candlewood Lake

5 out of 5 average rating, 17 reviews

Home in Weston

Dream Home w/ Pool & Basketball Court on 3 Acres

4.95 out of 5 average rating, 262 reviews

A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.

Home in North Stamford

Midcentury Modern ZenHouse Sculptor Studio

5 out of 5 average rating, 180 reviews

A serene outdoor space features a heated saltwater pool surrounded by a spacious lawn. Sun loungers are positioned near an umbrella for shade, with lush greenery and a wooden fence creating a tranquil backdrop.

Home in Pound Ridge

Peaceful Light-Filled Guesthouse 1 Hour From NYC

4.8 out of 5 average rating, 30 reviews

A rustic cabin with a distinctive thatched roof is set among lush greenery. The natural stone steps lead to the entrance, and a wooden gate adorned with climbing vines is slightly ajar, inviting guests to explore the serene surroundings.

Home in Ridgefield

Log House, sits on 3acres. A retired mini farm.

5 out of 5 average rating, 39 reviews

A coastal home with a light wood exterior is set on pilings, resting above a rocky shoreline. Floor-to-ceiling windows offer expansive views. A spacious deck with a dining table is positioned prominently, inviting relaxation while overlooking the water.

Home in Madison

Waterfront Beach House with 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

Weekly 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.

4.84 out of 5 average rating, 64 reviews

Newly Built Beach House Getaway

4.98 out of 5 average rating, 58 reviews

A historic two-story home is set within a lush green landscape, surrounded by mature trees and vibrant flowering shrubs. The yellow exterior is complemented by neatly trimmed grass, inviting a sense of warmth and charm. Large windows allow natural light to enhance the inviting facade.

Home in Trumbull

The Elijah Sterling House | Close to SHU, & FFLD U

4.78 out of 5 average rating, 177 reviews

A spacious living area features a gray sectional sofa with a light green throw draped over the arm. A large area rug in soft gray covers the hardwood floor, while natural light streams through multiple windows with blinds.

Home in Bridgeport

Golden Colonial Home

5 out of 5 average rating, 7 reviews

High Tide Hideaway

A spacious living area features a comfortable blue sectional sofa and a dark coffee table. A television is mounted on the wall above a decorative media stand. In the adjacent dining area, a wooden table with several chairs is set on an area rug.

5 out of 5 average rating, 39 reviews

Walnut Beach's Hidden Gem

The view showcases an open living space with light wood flooring. A cozy seating area is visible, featuring a beige sofa and a coffee table. Bright sunlight filters through open doors, illuminating the dining area and kitchen beyond, enhancing the spaciousness of the home.

4.98 out of 5 average rating, 43 reviews

La Sirena Beach Cottage in private Bayview Beach

5 out of 5 average rating, 29 reviews

A scenic waterfront terrace is framed by natural rock formations and lush greenery. An umbrella provides shade over a seating area featuring two Adirondack chairs and a small table, all offering unobstructed views of the water and boats in the distance.

Home in Guilford

Mulberry Seaside Cottage

4.94 out of 5 average rating, 34 reviews

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

The Rose

Private house rentals

5 out of 5 average rating, 3 reviews

Steps to Beach-Water View-Pet Friendly-Fenced Yard

4.98 out of 5 average rating, 40 reviews

The estate is showcased from an elevated viewpoint, featuring a white facade framed by lush green trees. A stone terrace is visible, bordered by a beautifully maintained lawn, providing an expansive outdoor area overlooking the Connecticut Golf Club.

Home in Easton

Historic Designer City Getaway

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.

4.94 out of 5 average rating, 48 reviews

Cozy Milford Beach House

5 out of 5 average rating, 29 reviews

Home in West Haven

Private 1-Bdrm Apt in West Haven

A sandy beach stretches between two homes, gently leading to calm waters under a clear blue sky. The horizon blends the sea and sky, while soft clouds drift above, enhancing the serene coastal atmosphere.

4.89 out of 5 average rating, 83 reviews

Beach house - Sapphire Sandbar

4.91 out of 5 average rating, 35 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

4.92 out of 5 average rating, 61 reviews

A cozy living area features large windows providing natural light, complemented by hardwood flooring. A comfortable sofa is paired with a stylish accent chair and a wooden coffee table. Decorative artwork hangs on the wall, contributing to the inviting atmosphere.

Home in South Salem

Historic Hideaway - Spacious home - Lake Access

A spacious outdoor deck is furnished with a large sectional seating area, featuring soft cushions for comfort. A glass-top coffee table is positioned at the center. The view includes a glimpse of the nearby beach and coastal structures.