
House holiday rentals in Stratford
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Top-rated house rentals in Stratford
Guests agree: these houses are highly rated for location, cleanliness and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

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.

Waterfront!-Hot Tub-The Charles Island Beach House
Hot Tub on Deck overlooking LI Sound Build in 2016 102 out of 102 reviews are 5 Star Ratings THIS IS NOT A PARTY HOUSE. See house rules. 12 people max occupancy and max 15 at home Silver Sands Beach in Milford, CT. Open concept (2600 sq. feet), modern house directly on the water. Spectacular views of Long Island Sound and Charles Island. Sunsets on roof deck. Hot Tub, Outdoor Shower, Kayak/Paddle Boards, and lots more. NOTE: From May-Sep we only accept weekly rentals - Sat-Sat rentals.

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.

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.

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

Fairfield Entire Upstairs Suite / 2Rms + Parking
ENTIRE 2nd FL for up to 2️⃣ adult guests ONLY 2️⃣ Rooms➕Skylit Full Bathroom Exclusive Driveway Parking➕locked entrance leading airbnb, separate from full-time renters on 1st FL 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

Peaceful Suburban Colonial w/New Kitchen.
Looking for a clean, cozy, secluded suburban escape that's still close to great shopping, Long Island Sound, and the two Fairfield Universities? Look no further than this newly renovated colonial on a quiet tree-lined street with no through traffic. A park and basketball are just at the end of the street. Trader Joes and other great shopping are a 2 minute drive away. Sacred Heart and Fairfield U are 5 minutes away. We're right across the street in case any of us forgot anything :).

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!

HGTV reno! Fall Foliage, near New Haven, Firepit!
*Inquire now monthly discount Jan* *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 speeds

Steps2Beach, Fish Pond, 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!

Oceanfront Retreat with Hot Tub
Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.
Popular amenities for house rentals in Stratford
House rentals with a pool

Private Hudson Valley Country Retreat

Akasa Ocean Front Oasis- Seasonal Pool, Grill

Midcentury Modern ZenHouse Sculptor Studio

Spacious 4 bedroom, oasis with ocean views galore

Meeker Hill House - Country Escape w/ Heated Pool

Modern farmhouse w/ pool, beach, horses and winery

Port Jefferson Convenient, Cozy and Chic!

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Weekly house rentals

Adorable Beach House on LI Sound

5 Minute Walk to Beach & Downtown Fairfield

Bull Shark Bungalow-Walk to Beach, Pet Friendly

Westshore Luxury

New build! 1 house from beach

Private 1-Bdrm Apt in West Haven

Westville Schoolhouse by Stephanie and Damian

Lavish retreat near downtown
Private house rentals

❤️ Your Silvermine Hideaway, nestled in nature.

* cozy coastal fall in Milford, pet friendly

Hilltop Retreat- Lakefront with Dock

Stareway to Heaven

3BR, Wildermere Beach, Animal Friendly, Fire Pit

Renovated House on Private Cedar Beach

Fall Getaway - Milford Beach House

New Comfortable Studio Apartment
When is the best time to visit Stratford?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £133 | £124 | £135 | £157 | £193 | £207 | £241 | £209 | £192 | £158 | £174 | £170 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about house rentals in Stratford

Total holiday rentals
Explore 130 holiday rentals in Stratford

Nightly prices starting at
Stratford holiday rentals start at £23 per night before taxes and fees

Verified guest reviews
Over 4,120 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
130 of Stratford holiday rentals include wifi 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
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- Rentals with a patio Stratford
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- House rentals Connecticut
- House rentals United States
- Yale University
- Jones Beach
- Yankee Stadium
- Fairfield Beach
- Citi Field
- Southampton Beach
- Rye Beach
- Cooper's Beach, Southampton
- USTA Billie Jean King National Tennis Center
- Gilgo Beach
- Robert Moses State Park
- Astoria Park
- Bronx Zoo
- Thunder Ridge Ski Area
- Walnut Public Beach
- Rowayton Community Beach
- Shinnecock Hills Golf Club
- Bethpage State Park
- Rye Playland Beach
- Cedar Beach
- Jones Beach State Park
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach