Become a host

Vacation rentals in Stratford

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Stratford

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

1 of 1 pages1 / 1
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, 212 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!

Guest favorite
Apartment in Stratford
4.96 out of 5 average rating, 28 reviews

Cozy Private Studio | Easy Transit & Beaches

Cozy private studio in a quiet residential neighborhood in Stratford, CT. Bright, clean, and thoughtfully prepared basement space with fast WiFi, self check-in, coffee, and hotel-style amenities. Designed to help you feel at home for short getaways, work trips, or extended stays. 1 minute to I-95, 5 minutes to Metro-North (40-minute ride to NYC). Close to beaches and nearby towns. Free, easy street parking. Privacy always respected. Convenient to Yale, Fairfield, and many other nearby colleges.

Top guest favorite
A spacious back deck is displayed, featuring a dining set with an umbrella and additional seating. A small pergola is visible, offering shade. The exterior of the house shows a light-colored siding with several windows, seamlessly blending with the surrounding greenery.
Home in Stratford
5 out of 5 average rating, 56 reviews

Charming Folk Victorian Home

This spacious and beautiful Folk Victorian style farmhouse was built in 1917. This home has been updated to include all the modern-day necessities but still has all the charm of a 100 plus year old home! This home is truly the best of the best when it comes to location on the Golden Coast. Whether you are here to visit Fairfield County, New Haven County, or even NYC, you will find this home is close to everything! We are minutes from I-95, Route 15, Route 8, and Metro North Train Station!

Guest favorite
A spacious deck offers a panoramic view of the beach and water, with sunlight reflecting off the surface. Colorful chairs are positioned for relaxation, while shadows created by the railing add depth to the scene. The sandy shore can be seen in the distance.
Cottage in Milford
4.88 out of 5 average rating, 103 reviews

Cheerful 3 Bedroom Cottage with Fire Place

The first and Third week of August are stiil available! Enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

Top guest favorite
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
4.94 out of 5 average rating, 399 reviews

Summer Sale! CozyCottage/Pet-friendly/ WalktoBeach

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.

Guest favorite
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
4.84 out of 5 average rating, 146 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.

Guest favorite
A covered deck area features a wooden storage bench, providing a functional seating option. The view shows a quiet street alongside the property, with houses and vehicles visible in the background. Railings frame the space, enhancing the outdoor experience.
Apartment in Milford
4.96 out of 5 average rating, 24 reviews

Silver Sands Suite

Kick back and relax. Welcome to Your Coastal Retreat This charming getaway comfortably hosts up to four guests with a pullout couch in the spacious living room. Enjoy stunning sunrise and sunset views from your private deck. Cook in the chef’s kitchen, fire up the barbecue. A fenced-in yard for your pets features a fire pit. Steps from Silver Sands State Park private beach, we’re also a short drive to Milford’s downtown, featuring boutique shops and diverse restaurants.

Superhost
The kitchen features white cabinetry with gold hardware and a black tile backsplash. A marble countertop holds a sink and a stove, while a microwave and various supplies are arranged above. Ample storage is provided, enhancing the functional design of the space.
Home in Bridgeport
4.87 out of 5 average rating, 87 reviews

Lavish retreat near downtown

Kick back and relax in this home away from home. Motion sensored lights with spacious waterfall shower unit and outdoor space for dinning and lounge. Full kitchen with multiple tv units(Netflix, Hbo,Hulu, paramount & Starz) and rest areas. Coffee and tea available. 5 mins away from downtown , accessible to trains & bus. Parking available in backyard of property . (Ceiling are low(6’2) due to the space being downstairs ) ( 1 Queen bed, 1 Sofa bed)

Top guest favorite
Home in Stratford
4.98 out of 5 average rating, 47 reviews

Bright, Stylish & Cozy Suite

Welcome to your calm and peaceful retreat — a bright, stylish, and cozy 3rd-floor walk-up suite designed for comfort and relaxation. Enjoy a sunny bedroom filled with natural light and beautiful views that make every morning special. This private space offers a quiet escape from the city buzz, blending modern style with a warm, homey feel. Perfect for those who appreciate calm surroundings, soft sunlight, and a touch of elegance in every corner.

Top guest favorite
The bedroom features a queen size spindle bed with quality bedding, flanked by two nightstands with lamps. A dedicated work desk is equipped with a lamp and USB ports. Shelving adds storage, while a small seating area is present, illuminated by natural light from the windows.
Apartment in Fairfield
4.98 out of 5 average rating, 181 reviews

Sunny Fairfield Studio Apartment

Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Top guest favorite
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
4.96 out of 5 average rating, 229 reviews

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.

Top guest favorite
Home in Fairfield
4.96 out of 5 average rating, 213 reviews

Cozy Cottage with Fire Pit, near Beach

Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.

Popular amenities for Stratford vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Stratford

Guest favorite
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
4.93 out of 5 average rating, 42 reviews

Walk to Wildemere Beach/ Pet Friendly Coastal stay

An open living area is presented with a sleek leather couch positioned around a low coffee table. Soft lighting enhances the modern decor, while a staircase is visible in the background. The space flows into a dining area, featuring a table that comfortably accommodates multiple guests.
Home in Milford
4.81 out of 5 average rating, 300 reviews

Renovated House Steps Away From The Ocean

Superhost
Apartment in Bridgeport
4.7 out of 5 average rating, 40 reviews

New & Stylish 2 King Bed Apartment w/ Grand Dining

A modern kitchen is presented with white cabinetry and stainless steel appliances. A spacious island with three blue bar stools invites casual dining. Soft lighting fixtures hang above, illuminating the countertop, while a patterned backsplash adds visual interest.
Home in Milford
5 out of 5 average rating, 9 reviews

Coastal Retreat • 5 min to Beach • 3BR

Top guest favorite
The sunset is reflected on calm waters, creating a warm glow. A wooden railing is visible in the foreground, with a table and chair set positioned to enjoy the view. Rocky shoreline is seen in the distance, near the horizon where the sun dips below.
Cottage in Stratford
5 out of 5 average rating, 28 reviews

Connecticut Beach Cottage

Superhost
A cozy seating area is showcased with a patterned throw blanket draped over the couch, complemented by various cushions. Natural light enters through a large window, providing a view of the water outside, while a television and a reading lamp are visible.
Houseboat in Milford
4.8 out of 5 average rating, 30 reviews

2 bedroom Boathouse

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
4.94 out of 5 average rating, 35 reviews

The Rose

Guest favorite
A quaint beach cottage is elevated on stilts above a paved area. A wooden deck with a railing wraps around the entrance, leading to an inviting front door. Surrounding grass and a glimpse of the water can be seen in the background.
Cottage in Stratford
4.96 out of 5 average rating, 72 reviews

Connecticut Beach Cottage on The Long Island Sound

When is the best time to visit Stratford?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,179 GYDG$30,970 GYDG$31,179 GYDG$36,201 GYDG$44,990 GYDG$51,267 GYDG$54,615 GYDG$53,987 GYDG$44,362 GYDG$41,642 GYDG$40,595 GYDG$40,805 GYD
Avg. temp0°C1°C4°C10°C16°C21°C24°C24°C20°C14°C8°C3°C

Frequently Asked Questions

  • What are the best places to stay in Stratford?

    Stratford has accommodations in areas near the waterfront and around downtown, with options ranging from family-friendly homes to pet-welcoming stays. Neighborhoods close to parks and beaches are frequently suggested for convenient access to local attractions.

  • What are the best things to do in Stratford with kids?

    Families frequently explore playgrounds and picnics at Boothe Memorial Park, enjoy sand and water play at Short Beach, or spend time at Stratford’s public parks. Seasonal nature programs are commonly attended by children.

  • What are some of the best things to do in Stratford?

    Explore Roosevelt Forest for nature walks, visit the Stratford Historical Society for local heritage, and enjoy relaxing time at Short Beach. Area theaters and community events offer opportunities to connect with Stratford’s creative scene.

  • How is the weather in Stratford?

    Stratford experiences cold winters from 24–44°F (-4–7°C) with regular rainfall, and warmer summers with highs around 68–83°F (20–29°C). Spring and autumn feature mild temperatures and colorful scenery, especially near coastal areas.

  • When is the best time to visit Stratford?

    Late spring through early fall is often recommended for milder weather between 52–83°F (11–29°C) and outdoor activities. Early autumn brings colorful foliage, while summer highlights coastal experiences and local festivals.

  • What are the best places to visit in Stratford?

    Popular sites include Boothe Memorial Park, the Stratford Historical Society, and picturesque Short Beach. Roosevelt Forest is a favorite for hiking and nature discovery, while Stratford Point draws visitors for scenic waterfront views.

  • What are some hiking trails in Stratford?

    Stratford has woodland trails at Roosevelt Forest that locals often frequent, and nature paths at Stratford Point attract visitors who enjoy scenic coastal views. Both spots are popular for relaxed walks and birdwatching.

  • What are some family activities we can do in Stratford?

    Visit Boothe Memorial Park for historic buildings and gardens, join recreational programs at local community centers, or spend a day picnicking and playing at Short Beach. Stratford’s parks often have events and activities suitable for all ages.

  • What are some of the best day trip ideas from Stratford?

    Explore nearby towns along the Connecticut coastline, visit local museums or aquariums, and discover nature preserves just outside Stratford. Art galleries and state parks around the region are often recommended for day excursions.

  • Are there any pet friendly accommodations available in Stratford?

    Stratford has pet-friendly vacation rentals, especially near Roosevelt Forest and waterfront areas. Many hosts allow dogs, and nearby parks are welcoming for walks and play.

  • What are some local tips for visiting Stratford?

    Explore local parks, stroll historic neighborhoods, and enjoy Stratford’s coastal attractions. Many visitors find comfortable walking shoes useful, and locals suggest checking community event calendars for seasonal happenings.

  • What is Stratford known for?

    Stratford is known for its coastal scenery, rich aviation history, and community events. The town has parks, historic sites, and theaters reflecting its cultural roots.

  • What are the best hidden gems to explore in Stratford?

    Many enjoy finding quiet trails within Roosevelt Forest or admiring the historic architecture at Boothe Memorial Park. The Audubon Center provides peaceful birdwatching spots that are less frequented.

  • What are the best foods to try in Stratford?

    Stratford has locally rooted seafood, including clam chowder and lobster rolls, as well as pizza and Italian specialties. Bakeries and cafes around downtown are known for fresh pastries and coffee.

  • What should I bring for a trip to Stratford?

    Bring layers, as temperatures can shift throughout the day and seasons. Waterproof jackets are helpful in rainy months, and a camera is great for capturing scenic spots around the parks and beach areas.

  • What is the nightlife in Stratford like?

    Stratford’s nightlife centers around casual bars, local eateries, and small venues with live music or trivia nights. Many locals gather for relaxed evenings in downtown spots or along the waterfront.

  • What are the most popular events or festivals in Stratford?

    Seasonal festivals in Stratford include arts and crafts fairs, summer concerts near Short Beach, and celebrations around Labor Day weekend. Community theater productions and holiday events at Boothe Memorial Park draw visitors and locals alike.

  • Are there family friendly vacation rentals in Stratford?

    You can find family friendly rentals in neighborhoods close to Boothe Memorial Park, Short Beach, and local playgrounds. Options range from cozy homes to larger spaces suitable for groups or families.

Quick stats about vacation rentals in Stratford

  • Total vacation rentals

    Explore 180 vacation rentals in Stratford

  • Nightly prices starting at

    Stratford vacation rentals start at G$6,278 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,170 verified reviews to help you choose

  • Family-friendly vacation rentals

    120 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 70 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    170 of Stratford vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Stratford rentals

  • 4.9 Average rating

    Stratford stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore