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Stratford Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Stratford vacation rentals

Pool
Business or Weekend escape

Vacation Home in Stratford

Business or Weekend escape
9.2 out of 10, Wonderful, (51)
"Clean room, easy check-in, parking available on-site "
United States
Cindy
The price is ￥13,255
￥22,845 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Business or Weekend escape
Exclusive Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop
The Mansion Hotel-style

Aparthotel in West Norwalk

The Mansion Hotel-style
2.5 star property
8.2 out of 10, Very Good, (22)
"Great service and very clean 👌 "
United States
JEAN
The price is ￥12,925
￥14,863 total
includes taxes & fees
Dec 27 - Dec 28
The Mansion Hotel-style
Private beach nearby, sun loungers, beach umbrellas, beach towels
DUNE Fairfield Beach

Apartment in Fairfield Beach

DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (78)
"The room was spotless and cozy and the location couldn't be better! "
United States
Samantha
DUNE Fairfield Beach
Fridge, microwave, oven, stovetop
Cozy Country Cottage #4

Cottage in Miller Place

Cozy Country Cottage #4
10.0 out of 10, Exceptional, (15)
"Lovely cottage with great host! All was wonderful!! very happy with our 17 day vacation!"
United States
Laurita S.
The price is ￥23,391
￥50,957 total
includes taxes & fees
Dec 26 - Dec 27
Cozy Country Cottage #4
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Historic District

Guesthouse at Norwalk Inn
3.5 star property
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is ￥41,768
￥48,033 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Guesthouse at Norwalk Inn
Exterior
Spacious 2 Bedroom apartment close to Yale Bowl

Apartment in West New Haven

Spacious 2 Bedroom apartment close to Yale Bowl
9.6 out of 10, Exceptional, (69)
"The apartment was very clean and convenient. Will definitely stay there again. "
United States
Joan S.
The price is ￥20,272
￥35,866 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Spacious 2 Bedroom apartment close to Yale Bowl
Private kitchen
Westville Stay • 2BR • Near Yale • Free Parking

Apartment in West New Haven

Westville Stay • 2BR • Near Yale • Free Parking
10.0 out of 10, Exceptional, (3)
"We were only here for a short stay, but everything was smooth and comfortable for us! Hotel-like linens and blackout curtains made for a very cozy sleeping experience."
United States
ross f.
The price is ￥13,567
￥37,738 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Westville Stay • 2BR • Near Yale • Free Parking
1 bedroom, desk, iron/ironing board, WiFi
One bedroom apartment in United States of America, New Haven

Apartment in Dwight

One bedroom apartment in United States of America, New Haven
10.0 out of 10, Exceptional, (2)
"Apartment was very clean and well supplied, host very responsive. Location is convenient to Yale and restaurants. As noted in the listing, you'll have to carry your luggage up 4 flights of stairs. There is some street noise as is typical for that part of the city. Very happy with it overall and plan to stay again."
United States
Philip S.
The price is ￥14,814
￥32,279 total
includes taxes & fees
Jan 4 - Jan 5, 2026
One bedroom apartment in United States of America, New Haven
2 bedrooms, iron/ironing board, travel crib, WiFi
Renovated 2BR Retreat / Modern Comforts Included

Apartment in West End - West Side

Renovated 2BR Retreat / Modern Comforts Included
10.0 out of 10, Exceptional, (2)
"Very pretty, clean place for us to stay while visiting family. Communication was very timely. Would definitely stay here again"
United States
Deborah
The price is ￥16,505
￥43,932 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Renovated 2BR Retreat / Modern Comforts Included
Exterior
New One Bedroom Apartment Centrally Located in Southbury

Apartment in Southbury

New One Bedroom Apartment Centrally Located in Southbury
9.8 out of 10, Exceptional, (20)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥13,333
￥18,453 total
includes taxes & fees
Dec 29 - Dec 30
New One Bedroom Apartment Centrally Located in Southbury
1 bedroom, desk, iron/ironing board, free WiFi
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk

Apartment in Downtown Bridgeport

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
9.4 out of 10, Exceptional, (8)
"The apartment was very clean with everything we needed for our stay. Outside noise was a little loud so I’d suggest a sound machine, but in case your forget the awesome host has supplied soft ear plugs for you. I would definitely visit again. "
United States
Chrystie
The price is ￥21,832
￥35,399 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min walk
Cookware/dishes/utensils
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

Apartment in East Rock

Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
9.6 out of 10, Exceptional, (10)
"Thanks to the detailed information from the host check-in couldn’t have been easier. The home was clean and well-appointed. Great location with access to the Yale tram and local markets and restaurants. "
United States
Denyce D.
The price is ￥18,578
￥45,913 total
includes taxes & fees
Dec 28 - Dec 29
Urban Oasis 3BR Parking Washer & Dryer Yale East Rock
Fridge, microwave, oven, stovetop
Spacious one Bedroom Apt with private entrance

Apartment in Centereach

Spacious one Bedroom Apt with private entrance
7.8 out of 10, Good, (10)
"I answered this. Safe and Quit."
United States
John
The price is ￥17,543
￥53,536 total
includes taxes & fees
Dec 26 - Dec 27
Spacious one Bedroom Apt with private entrance
TV
Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.

Apartment in Dwight

Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
8.0 out of 10, Very Good, (2)
"The studio apartment is in a very convenient location. It is a lovely walk to Yale. Many restaurants just outside the door. My friends, who joined me for a meal, found parking easily. It was a plus having use of a parking pass for Dwight Street. We never had a problem getting a parking spot. We also loved being able to bring our two small pups with us. The bottle of wine was a thoughtful touch. "
United States
ELIZABETH M S M.
The price is ￥21,442
￥36,214 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Studio City Stay in the heart of Downtown New Haven, commutable and walkable to Yale and Yale hospital.
Fridge, microwave, oven, stovetop
Private Apartment in Southbury 103

Apartment in Southbury

Private Apartment in Southbury 103
10.0 out of 10, Exceptional, (2)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is ￥17,485
￥44,072 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Private Apartment in Southbury 103
Exterior
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable

Apartment in East Rock

Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable
10.0 out of 10, Exceptional, (4)
"Great place - wish we had more than one night. "
United States
Steri-Clean N.
The price is ￥22,455
￥58,649 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Green N' Groovy in the Heart of East Rock Near DT | Yale |Cozy N' Comfortable
Fridge, microwave, oven, stovetop
Beach Apartment in Woodmont Milford

Apartment in Milford

Beach Apartment in Woodmont Milford
2.0 star property
9.0 out of 10, Wonderful, (2)
"Had a great stay!"
United States
Garry G.
The price is ￥26,072
￥67,217 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Beach Apartment in Woodmont Milford
Microwave, oven, stovetop, dishwasher
Cozy East Haven Home • Near Beach & Yale

Vacation Home in Momauguin

Cozy East Haven Home • Near Beach & Yale
10.0 out of 10, Exceptional, (4)
"Such a cute place, loved all the nautical touches. Great space for a weekend getaway, pretty well-stocked kitchen, clean & cozy. Really appreciated the outdoor space & amenities too! And Michael the host is very responsive & helpful! "
United States
Amal A.
The price is ￥19,493
￥25,536 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Cozy East Haven Home • Near Beach & Yale
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC

Apartment in Kings Park

Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
2.0 star property
10.0 out of 10, Exceptional, (16)
"Overall, a great crash pad. Hosts were great with communication and convenience. Location was convenient, clean, and comfortable. "
United States
Erika K.
The price is ￥18,947
￥27,884 total
includes taxes & fees
Dec 28 - Dec 29
Charming 1-bedroom apartment in fabulous Kings Park with WiFi, AC
Apartment (2 Bedrooms) | Interior
2 Mi to Beach, Shared Yard Space: West Haven Apt!

Apartment in West Haven

2 Mi to Beach, Shared Yard Space: West Haven Apt!
3.0 star property
The price is ￥21,364
￥55,830 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2 Mi to Beach, Shared Yard Space: West Haven Apt!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Stratford Hotel Reviews

The Surfside Hotel

The Surfside Hotel

10/10 Excellent
"Everything"
Debra 2-night trip
Posted 2 days ago
The Surfside Hotel

Find out more about Stratford

Search for holiday rentals in Stratford on Expedia! You can easily find your home rentals, villas, holiday apartments in Stratford using one of the methods below:

  • View our selection of featured holiday rentals in Stratford
  • Use the map to find apartments and other holiday homes in the Stratford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Stratford while they last

Look no further and take a look at our great range of rental properties in Stratford!

Frequently asked questions

Are there vacation rentals in Stratford?

Yes, you can find vacation rentals close to popular sights in Stratford, or you can go with a more secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and beaches in Stratford. Make sure you have time to check out the baseball games and shopping during your trip.

What's the top vacation rental that Stratford has to offer?

Business or Weekend escape: This Stratford vacation home rental offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

How many vacation rentals are there in Stratford?

Choose from 13 Expedia vacation rentals in Stratford for a memorable vacation.

What can I see and do in Stratford?

Cultural attractions include National Helicopter Museum and Boothe Memorial Park and Museum, whereas Lordship Beach and Housatonic River are a couple of picturesque spots to enjoy the outdoors. While here, Short Beach and Stratford Historical Society Capt David Judson House are other places worth a visit.

What are vacation rentals like in Stratford?

Vacation rentals are private properties you can stay in for a few days or a quick weekend in Stratford. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for small groups.