Discover Your Perfect Stratford Vacation Homes

Best Vacation Homes in Stratford

House
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like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $374/Night 7 Nights - US $2,617
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House
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5 Bedrooms 4 Baths 12 Guests 3498.27 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,141/Night 7 Nights - US $7,987
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Cottage
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1 Bedroom 1 Bath
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
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US $1,329/Night 7 Nights - US $9,301
Cabin
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
1 Bedroom 1 Bath 4 Guests 550 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $167/Night 7 Nights - US $1,169
House
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4 Bedrooms 3 Baths 14 Guests 2992.37 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $1,000/Night 7 Nights - US $7,000
New
Cabin
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2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $268/Night 7 Nights - US $1,879
House
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2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $123/Night 7 Nights - US $863
House
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like-icon10.0
Exceptional
(57 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $582/Night 7 Nights - US $4,077

Stratford Luxury Rentals

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Hotel
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like-icon8.9
Fabulous
(82 Reviews)
1 Bath
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $891/Night 7 Nights - US $6,237
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 15 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $668/Night 7 Nights - US $4,677
Cabin
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 2 Baths 10 Guests 2670 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $656/Night 7 Nights - US $4,593
House
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4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $630/Night 7 Nights - US $4,413
House
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like-icon9.8
Exceptional
(50 Reviews)
4 Bedrooms 3 Baths 14 Guests 2895 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $553/Night 7 Nights - US $3,868
Cabin
Map-icon
like-icon10.0
Exceptional
(40 Reviews)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $496/Night 7 Nights - US $3,471
Cabin
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $452/Night 7 Nights - US $3,164
Cabin
Map-icon
like-icon8.0
Excellent
(1 Review)
3 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $451/Night 7 Nights - US $3,157

Stratford Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $101/Night 7 Nights - US $710
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Hotel
Map-icon
like-icon8.4
Excellent
(111 Reviews)
1 Bath 301.39 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $162/Night 7 Nights - US $1,136
Cabin
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3 Bedrooms 2 Baths 8 Guests 1890 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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US $429/Night 7 Nights - US $3,003
Hotel
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like-icon7.9
Very Good
(67 Reviews)
3 Baths 294.21 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $64/Night 7 Nights - US $448
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 3 Baths 8 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $264/Night 7 Nights - US $1,845
New
House
Map-icon
like-icon8.0
Excellent
(1 Review)
4 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $377/Night 7 Nights - US $2,636
Apartment
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like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Breakfast
    Breakfast
More amenities
US $79/Night 7 Nights - US $553
House
Map-icon
like-icon5.0
Average
(1 Review)
1 Bedroom 1 Bath 2 Guests 3400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $72/Night 7 Nights - US $504

Stratford Large Vacation Homes

House
Map-icon
like-icon10.0
Exceptional
(1 Review)
7 Bedrooms 1 Bath 5 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $88/Night 7 Nights - US $613
Cabin
Map-icon
like-icon10.0
Exceptional
(32 Reviews)
5 Bedrooms 3 Baths 12 Guests 3500 ft²
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
US $1,023/Night 7 Nights - US $7,161
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
5 Bedrooms 3 Baths 12 Guests
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $682/Night 7 Nights - US $4,774

Discover & compare premier experiences around Stratford

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Stratford Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Stratford

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience in this destination, allowing you to enjoy its unique ambiance and natural beauty at its best.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours in this region, making it an ideal time for outdoor activities and exploring local culture. This is when the area sees its highest influx of visitors, so booking your vacation rentals early is recommended.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to November)

Autumn offers stunning foliage and cooler temperatures, creating a picturesque backdrop for your stay. This season attracts many travelers seeking the peaceful beauty of the region’s fall colors, making it a popular time for booking vacation rentals here.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

In winter, the area experiences colder weather with potential snow, providing a quiet retreat from the busy season. Visiting during these months allows for cozy stays in rental properties while avoiding crowds.

Average Temperature Daytime: 20-30°F - Nighttime: 0-15°F
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Spring (March to May)

Spring brings milder temperatures and budding landscapes, but this period tends to be less crowded. It’s an excellent time to secure a vacation rental before the busy summer season begins, enjoying a quieter atmosphere.

Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Stratford

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining areas perfect for meals with a view of the surrounding landscape.
  • Take advantage of spacious yards ideal for family games and gatherings.
  • Relax on private patios or decks that offer scenic views of the area’s natural beauty.
  • Make use of well-maintained fire pits for cozy evenings outdoors.
  • Benefit from access to nearby trails and walking paths for outdoor exploration.
  • Utilize outdoor seating areas designed for soaking in the fresh regional air.
  • Discover gardens or landscaped grounds that enhance your stay in this destination’s inviting environment.
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Family Activities

  • Stratford Nature Trail: Explore this scenic trail perfect for family walks, cycling, and observing local wildlife in the peaceful surroundings of the area.
  • Stratford Historical Museum: Discover the region’s rich history through engaging exhibits and interactive displays suitable for visitors of all ages.
  • Playground at Stratford Park: Enjoy a fun-filled day at the park's well-maintained playground, ideal for kids to play and unwind amidst natural beauty.
  • Local Farmer’s Market: Experience the tastes and traditions of the area while shopping for fresh produce, handmade crafts, and local treats with your family.
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Adult Activities

  • Stratford Cheese Factory Tour: Discover the region’s local dairy heritage by touring a cheese factory, where you can observe cheesemaking processes firsthand and sample fresh products.
  • Wildwood Zoo Visit: Enjoy a leisurely day at the nearby zoo, home to a variety of animals that provide an engaging experience for adults seeking outdoor recreation in this area.
  • Golfing at Stratford Golf Course: Play a round of golf on the scenic fairways designed to challenge enthusiasts while immersing yourself in the peaceful surroundings of this region.
  • Craft Beer Sampling: Explore local breweries offering craft beer tastings that highlight the area's vibrant brewing scene, perfect for relaxing evenings here.

Other Places to Stay in Stratford, WI

Stratford Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Events and Festivals: Check the area's event calendar to experience authentic local culture and festivities during your stay.
  • Visit Nearby Natural Spots: Take advantage of the region's outdoor beauty by visiting nearby parks or nature reserves to enjoy scenic views and outdoor activities.
  • Discover Culinary Delights: Savor the local flavors by exploring restaurants and eateries that showcase regional specialties unique to this destination.
  • Plan Your Transportation: Arrange convenient transportation options within the area to easily access attractions and enhance your overall vacation experience.

Transportation Options

  • Stratford Bus Service: Local bus routes offer convenient transportation within the area, making it easy to explore this region without a car.
  • Rental Car Services: Numerous car rental agencies in the vicinity provide flexible options for getting around and discovering more of what this destination has to offer.
  • Taxi and Rideshare Options: Taxis and rideshare services are readily available in the region, providing quick and reliable transportation directly from your vacation rental.
  • Regional Airport: The nearby airports connect this part of Wisconsin to major cities, offering convenient travel options for visitors arriving from afar.

Local Customs Options

  • Local Harvest Celebrations: Participating in community harvest festivals allows you to experience the region's rich agricultural heritage firsthand.
  • Traditional Wisconsin Dances: Enjoy attending local barn dances and community gatherings that showcase timeless regional music and dance styles.
  • Farmers' Market Etiquette: Visiting farmers' markets here involves engaging with vendors and respecting local customs surrounding fresh produce and handmade goods.
  • Community Sports Events: Cheering during regional sporting events offers an authentic way to connect with residents and appreciate the area's sports culture.

Stratford Vacation Rental Frequently Asked Questions

2. Which vacation homes in Stratford are best for families?

If you are looking for a family-friendly vacation home in Stratford, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Stratford:

3. How many Rentbyowner vacation rentals are available in Stratford?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 51 in the Stratford area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Stratford. 

4. What is the cancellation policy for vacation rentals in Stratford, Wisconsin?

Cancellation policies vary by property and should be detailed on each listing. It’s important to review the specific policy before booking and contact the owner if you have any questions about potential refunds or cancellation terms.

5. How do I secure my reservation at a vacation rental in this region?

Reservations are typically confirmed through the booking platform once the required deposit or payment is made. Be sure to read the listing details carefully and reach out to the property owner if you need assistance with the booking process.

6. Are pets allowed in vacation rentals around here?

Pet policies differ between properties. Some listings may welcome pets, while others might have restrictions or additional fees. Check the listing details or contact the owner directly to confirm pet accommodations.

7. What amenities can I expect in vacation rentals in Stratford, Wisconsin?

Amenities range from basic essentials to luxury features, depending on the property. To ensure your needs are met, review each listing’s amenities section closely or ask the owner for further details.

8. How do I get assistance during my stay in a vacation rental in this area?

For support during your visit, contact the property owner or manager as listed in your reservation details. Many hosts offer local assistance and can help resolve any issues quickly for a smooth stay.

Stratford Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(762 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $192/Night 7 Nights - US $1,343
Hotel
Map-icon
like-icon8.6
Fabulous
(1232 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $87/Night 7 Nights - US $611
Hotel
Map-icon
like-icon7.5
Very Good
(149 Reviews)
3 Baths 355.21 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $90/Night 7 Nights - US $630
Hotel
Map-icon
like-icon6.6
Good
(829 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $94/Night 7 Nights - US $659
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Hotel
Map-icon
like-icon6.6
Good
(165 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $110/Night 7 Nights - US $772
Hotel
Map-icon
like-icon6.3
Good
(106 Reviews)
7 Baths 32.29 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $83/Night 7 Nights - US $581