Discover Your Perfect Cherry Street Vacation Homes

Best Vacation Homes in Cherry Street

House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $258/Night 7 Nights - US $1,809
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House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 1550 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $259/Night 7 Nights - US $1,812
Cottage
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $191/Night 7 Nights - US $1,340
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 1 Bath 5 Guests 1248.61 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $276/Night 7 Nights - US $1,930
Condo
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $371/Night 7 Nights - US $2,598
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $185/Night 7 Nights - US $1,294
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 5 Guests 1220 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $280/Night 7 Nights - US $1,961
Apartment
Map-icon
like-icon9.8
Exceptional
(46 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $165/Night 7 Nights - US $1,152

Cherry Street Luxury Rentals

New
House
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5 Bedrooms 3 Baths 8 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
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US $1,111/Night 7 Nights - US $7,779
House
Map-icon
1 Bedroom 1 Bath 6 Guests 495.14 ft²
  • Air Conditioner
    Air Conditioner
  • Child Friendly
    Child Friendly
More amenities
US $1,063/Night 7 Nights - US $7,441
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,045/Night 7 Nights - US $7,317
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 4 Baths 14 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,030/Night 7 Nights - US $7,212
House
Map-icon
like-icon10.0
Exceptional
(19 Reviews)
4 Bedrooms 3 Baths 8 Guests
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $641/Night 7 Nights - US $4,484
House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $459/Night 7 Nights - US $3,214
House
Map-icon
like-icon10.0
Exceptional
(29 Reviews)
4 Bedrooms 4 Baths 8 Guests 2935 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $431/Night 7 Nights - US $3,019
Cottage
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $431/Night 7 Nights - US $3,014

Cherry Street Pet Friendly Vacation Rentals

House
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
2 Bedrooms 1 Bath 7 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $254/Night 7 Nights - US $1,776
star-icons-4
House
Map-icon
like-icon1.0
Average
(1 Review)
2 Bedrooms 1 Bath 5 Guests 1216.32 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $230/Night 7 Nights - US $1,612
Apartment
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
US $157/Night 7 Nights - US $1,096
star-icons-4
House
Map-icon
3 Bedrooms 2 Baths 7 Guests 1496.18 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $350/Night 7 Nights - US $2,452
House
Map-icon
like-icon10.0
Exceptional
(110 Reviews)
3 Bedrooms 2 Baths 6 Guests 1550 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
US $289/Night 7 Nights - US $2,021
House
Map-icon
like-icon10.0
Exceptional
(74 Reviews)
5 Bedrooms 1 Bath 8 Guests 2002 ft²
  • Private Pool
    Private Pool
  • Parking
    Parking
More amenities
US $227/Night 7 Nights - US $1,589
House
Map-icon
like-icon10.0
Exceptional
(35 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $326/Night 7 Nights - US $2,280
House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $293/Night 7 Nights - US $2,050

Cherry Street Large Vacation Homes

Villa
Map-icon
like-icon9.6
Exceptional
(17 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $227/Night 7 Nights - US $1,590
star-icons-4
Villa
Map-icon
like-icon9.8
Exceptional
(57 Reviews)
2 Bedrooms 1 Bath 16 Guests 1603.82 ft²
  • Parking
    Parking
  • View
    View
More amenities
US $139/Night 7 Nights - US $974
House
Map-icon
like-icon8.8
Fabulous
(27 Reviews)
4 Bedrooms 3 Baths 10 Guests 3100 ft²
  • Breakfast
    Breakfast
  • Parking
    Parking
More amenities
US $309/Night 7 Nights - US $2,160
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 5 Guests
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $343/Night 7 Nights - US $2,398
House
Map-icon
like-icon4.5
Average
(7 Reviews)
4 Bedrooms 3 Baths 10 Guests 1856 ft²
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $179/Night 7 Nights - US $1,253

Discover & compare premier experiences around Tulsa

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 Cherry Street 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 Cherry Street

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can fully enjoy the local ambiance and make the most of your stay in this vibrant area of Tulsa, Oklahoma.

Peak Season Highlights

spring
Spring (March to May)

During spring, this area experiences mild and pleasant weather, making it an ideal time for exploring local attractions and enjoying outdoor activities. The vibrant atmosphere draws visitors seeking comfortable temperatures and lively events.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F
autumn
Fall (September to November)

Autumn offers cooler temperatures and beautiful fall foliage, creating a picturesque setting. Visitors often choose this season for a peaceful getaway with crisp air and scenic surroundings in the region.

Average Temperature Daytime: 65°F - 75°F - Nighttime: 45°F - 55°F

Off-Season Highlights

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Summer (June to August)

Summertime sees higher temperatures and increased humidity, which can make outdoor activities less comfortable but still appealing for those looking to enjoy the area's summer events and festivals.

Average Temperature Daytime: 85°F - 95°F - Nighttime: 65°F - 75°F
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Winter (December to February)

In winter, cooler temperatures prevail, and occasional cold fronts may bring snow or ice. This quieter period attracts travelers seeking a low-key experience or visiting during holiday seasons.

Average Temperature Daytime: 40°F - 50°F - Nighttime: 25°F - 35°F

Weekly Weather Forecast for Cherry Street

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 setups or grilling facilities to make the most of pleasant evenings in this lively area.
  • Access private or shared patios and decks for relaxing while taking in the local scenery.
  • Take advantage of lush landscaped gardens or courtyards that enhance your outdoor experience.
  • Make use of outdoor seating areas perfect for morning coffee or evening conversations.
  • Look for properties with swimming pools or hot tubs to unwind after exploring the region.
  • Utilize nearby parks, trails, or green spaces for outdoor activities and recreation.
  • Check if there are outdoor fireplaces or fire pits for cozy gatherings during cooler nights.
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Family Activities

  • Tulsa Children's Museum: Engage your family with interactive exhibits and hands-on activities designed to educate and entertain at this popular destination in the area.
  • Woodward Park: Enjoy a relaxing day outdoors, where you can explore scenic walking trails, spacious picnic areas, and a lovely playground for kids.
  • Gilcrease Museum: Discover art and history through engaging exhibits and outdoor sculptures tailored for family exploration in this cultural gem nearby.
  • Cherry Street Shopping District: Stroll along the charming streets filled with local shops, family-friendly restaurants, and lively events suitable for all ages here in the region.
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Adult Activities

  • Explore local breweries and craft beer taprooms: You can indulge in a variety of unique brews that showcase the region’s vibrant craft beer scene right here in the area.
  • Enjoy fine dining at upscale restaurants: Savor a culinary experience at some of the best restaurants nearby, offering delicious meals with a focus on fresh, local ingredients.
  • Visit trendy art galleries and cultural centers: Discover the area's thriving arts community by browsing innovative exhibits and engaging in cultural events within this destination.
  • Partake in live music and entertainment venues: Experience an energetic nightlife scene filled with live performances, concerts, and shows tailored for adult audiences in the region.

Cherry Street Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's vibrant culinary scene to enjoy diverse cuisines just steps from your vacation rental.
  • Discover Nearby Entertainment Venues: Check out local theaters, live music spots, and art galleries to experience the region's cultural offerings during your stay.
  • Utilize Transportation Services: Plan ahead by using public transit or rideshare options to easily navigate around the city and reach popular attractions efficiently.
  • Visit Community Events and Markets: Engage with the neighborhood by attending seasonal markets or community festivals that showcase the region's unique charm.

Transportation Options

  • Personal Vehicles: You can comfortably navigate the area using your own car, with plentiful parking options available near the popular Cherry Street district.
  • Public Transit: The Metropolitan Tulsa Transit Authority offers bus services that connect you effortlessly to key points within the region, making it a convenient choice for exploring here.
  • Rideshare Services: Rideshare options like Uber and Lyft operate frequently in the neighborhood, providing a reliable and flexible way to get around without the need for a personal vehicle.
  • Bicycle Rentals: Biking is an eco-friendly alternative that allows you to enjoy the local scenery, with bike rental stations conveniently located within easy reach of your accommodation.

Local Customs Options

  • Southern Hospitality: You will notice the warm and friendly demeanor of locals, reflecting Oklahoma's famous hospitality as you explore the neighborhood.
  • Community Festivals: Participating in lively festivals and events often centered around local traditions and highlighting the area's vibrant cultural scene.
  • Local Cuisine Etiquette: When dining here, expect a casual yet respectful approach to food sharing and appreciative conversation about regional dishes.
  • Historic Preservation: Respect for historic landmarks and architecture is common, showcasing the region’s pride in its unique history and heritage.

Cherry Street Vacation Rental Frequently Asked Questions

2. Which vacation homes in Cherry Street are best for families?

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

3. How many Rentbyowner vacation rentals are available in Cherry Street?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 80 in the Cherry Street 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 Cherry Street. 

4. What is the cancellation policy for booking a vacation rental here?

Cancellation policies vary depending on the specific property listing. To understand the exact terms, please review the cancellation details listed for each property or contact the owner directly before confirming your booking.

5. How do I find out if my dates are available in this area?

Availability can be checked by entering your travel dates on the booking platform and reviewing the real-time calendar for each property. For personalized assistance, reaching out to the property owner is recommended.

6. Are there any additional fees or charges I should be aware of when booking?

Additional fees such as cleaning, service charges, or taxes are typically detailed on the property listing. Be sure to review these costs before finalizing your reservation to ensure transparency.

7. What amenities are usually included in vacation rentals in this destination?

Most properties in this region offer essential amenities like Wi-Fi, kitchen facilities, and outdoor spaces. Specific amenities are listed in each property’s description, so reviewing these details will help you choose the best fit for your stay.

8. Is there a minimum stay requirement for booking during peak seasons?

Minimum stay requirements may apply, especially during popular times. These conditions are outlined in each listing, and contacting the owner can provide further clarification if needed.

Cherry Street Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
4 Bedrooms 4 Baths 8 Guests
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
US $565/Night 7 Nights - US $3,956