Discover Your Perfect Shady Grove Vacation Homes

Best Vacation Homes in Shady Grove

House
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£101/Night 7 Nights - £709
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House
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like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 10 Guests 1905.21 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£152/Night 7 Nights - £1,062
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Bed & Breakfast
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like-icon9.2
Exceptional
(10 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
£64/Night 7 Nights - £445
Cabin
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£87/Night 7 Nights - £611
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 2 Baths 11 Guests 2206.6 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
£581/Night 7 Nights - £4,064
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 12 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£299/Night 7 Nights - £2,090
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£167/Night 7 Nights - £1,171
Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 8 Guests 1425 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£162/Night 7 Nights - £1,132

Shady Grove Luxury Rentals

House
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4 Bedrooms 4 Baths 20 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£840/Night 7 Nights - £5,877
Cabin
Map-icon
like-icon9.8
Exceptional
(11 Reviews)
5 Bedrooms 4 Baths 17 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£653/Night 7 Nights - £4,570
House
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4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£648/Night 7 Nights - £4,536
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House
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5 Bedrooms 3 Baths 12 Guests 3422.92 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
£605/Night 7 Nights - £4,235
House
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5 Bedrooms 3 Baths 20 Guests 2310 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£604/Night 7 Nights - £4,225
House
Map-icon
like-icon10.0
Exceptional
(16 Reviews)
3 Bedrooms 3 Baths 8 Guests 2760 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£598/Night 7 Nights - £4,184
House
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1 Bedroom 3 Baths 10 Guests
  • Parking
    Parking
£589/Night 7 Nights - £4,126
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£546/Night 7 Nights - £3,822

Shady Grove Pet Friendly Vacation Rentals

Cabin
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 3 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£90/Night 7 Nights - £631
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House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 13 Guests 3003.13 ft²
  • Private Beach
    Private Beach
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£267/Night 7 Nights - £1,872
House
Map-icon
like-icon9.8
Exceptional
(23 Reviews)
2 Bedrooms 1 Bath 5 Guests 12917 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£126/Night 7 Nights - £884
House
Map-icon
like-icon9.8
Exceptional
(36 Reviews)
2 Bedrooms 2 Baths 8 Guests 2100 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£203/Night 7 Nights - £1,421
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House
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like-icon9.7
Exceptional
(4 Reviews)
4 Bedrooms 3 Baths 12 Guests 2400.35 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£76/Night 7 Nights - £531
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 6 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£102/Night 7 Nights - £714
House
Map-icon
like-icon8.8
Fabulous
(3 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
£125/Night 7 Nights - £877
House
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2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£217/Night 7 Nights - £1,519

Shady Grove Large Vacation Homes

House
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 11 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£134/Night 7 Nights - £940
House
Map-icon
like-icon9.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests 1302.43 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
£114/Night 7 Nights - £799
House
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2 Bedrooms 4 Baths 24 Guests 4000 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£541/Night 7 Nights - £3,784
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House
Map-icon
like-icon9.0
Exceptional
(1 Review)
5 Bedrooms 4 Baths 11 Guests 2647.92 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
£330/Night 7 Nights - £2,312
House
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2 Bedrooms 2 Baths 12 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£270/Night 7 Nights - £1,890
Cabin
Map-icon
like-icon10.0
Exceptional
(83 Reviews)
4 Bedrooms 3 Baths 13 Guests 3101 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£458/Night 7 Nights - £3,206
House
Map-icon
like-icon10.0
Exceptional
(73 Reviews)
3 Bedrooms 2 Baths 15 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£292/Night 7 Nights - £2,043
House
Map-icon
like-icon10.0
Exceptional
(63 Reviews)
4 Bedrooms 2 Baths 10 Guests 1900 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£213/Night 7 Nights - £1,493

Why Choose Rent By Owner for your Shady Grove 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 Shady Grove

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this destination can enhance your experience and ensure you enjoy its natural beauty and local charm at its best.

Peak Season Highlights

spring
Spring (March to May)

During spring, this area experiences mild temperatures and blooming landscapes, making it ideal for enjoying outdoor activities in Checotah. It's a popular time for visitors seeking pleasant weather and scenic views.

Average Temperature Daytime: 65°F - 75°F - Nighttime: 45°F - 55°F
autumn
Fall (September to November)

Autumn offers crisp air and colorful foliage, attracting travelers who want to experience the natural beauty of the region. Book your vacation rentals early to secure the best options during this vibrant season.

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

Off-Season Highlights

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Winter (December to February)

With cooler weather and fewer visitors, winter provides a quiet escape here. It’s an excellent time to find more affordable rates on vacation rentals while enjoying peaceful surroundings.

Average Temperature Daytime: 40°F - 50°F - Nighttime: 25°F - 35°F
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Summer (June to August)

While summer can bring higher temperatures, it remains a less crowded period for those looking to beat the heat and explore at a relaxed pace. Consider booking accommodations early for the best deals during these months.

Average Temperature Daytime: 85°F - 95°F - Nighttime: 65°F - 75°F

Weekly Weather Forecast for Shady Grove

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 grilling with a fully equipped barbecue area, perfect for family gatherings in the region.
  • Take advantage of spacious patios or decks to relax and soak up the scenic views of the surrounding countryside.
  • Relax by private pools or hot tubs available at select properties, ideal for unwinding after exploring the area.
  • Utilize outdoor fire pits for cozy evenings under the stars, creating memorable moments here.
  • Benefit from ample parking spaces for boats, RVs, or ATVs to explore the region's outdoor adventures.
  • Make use of well-maintained lawns and gardens that provide a peaceful setting amidst nature.
  • Discover nearby hiking trails or access points for fishing and water sports directly from your rental property.
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Family Activities

  • Lake Eufaula State Park: Enjoy a day of outdoor fun with fishing, boating, and scenic picnics at this popular recreation area near here.
  • Checotah Historic District: Explore charming local history through walking tours and visits to preserved sites that reveal the area's rich heritage.
  • The Indian Territory - Oklahoma’s History Museum: Engage your family with educational exhibits showcasing the region's Native American history and culture.
  • Nearby Nature Trails: Discover family-friendly hiking trails that wind through the scenic landscapes surrounding the locale, perfect for outdoor adventures.
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Adult Activities

  • Fishing at Lake Eufaula: Enjoy a relaxing day casting your line at this popular destination just a short drive from the area, ideal for anglers staying in nearby vacation rentals.
  • Boating and Water Sports: Explore the lake’s calm waters with boating, jet skiing, or paddleboarding activities that offer fun and adventure for adults seeking outdoor recreation.
  • Scenic Nature Hikes: Discover the region's natural beauty through scenic trails suitable for leisurely walks and birdwatching, all accessible from comfortable vacation rentals nearby.
  • Local Dining Experiences: Savor regional cuisine at local restaurants that showcase the authentic flavors of Checotah and its surrounding areas, perfect for an evening outing after your day’s adventures.

Shady Grove Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region’s natural beauty by engaging in nearby parks or fishing spots to fully enjoy your time here.
  • Plan ahead for local amenities: Familiarize yourself with the area’s shops, markets, and dining options to ensure you have everything you need during your stay.
  • Choose a well-located property: Select vacation rentals that are conveniently situated near key attractions and access points to maximize your exploration of this destination.
  • Communicate your needs clearly: Reach out to your host beforehand to inquire about local tips or special amenities that can enhance your experience here.

Transportation Options

  • Personal Vehicles: Renting or using your own car offers the most flexibility for exploring this region and reaching nearby attractions conveniently.
  • Local Taxi Services: Taxi services operate within the area, providing reliable transportation to and from popular destinations in Checotah and surroundings.
  • Rideshare Options: Rideshare apps like Uber and Lyft serve here, allowing you to easily get around the region with the convenience of on-demand rides.
  • Public Transportation: Limited bus or shuttle services are available, offering an economical way to travel within the local area and access nearby towns.

Local Customs Options

  • Southern Hospitality: Visitors often notice the friendly and welcoming attitude that embodies the region's traditional approach to hospitality in this part of Oklahoma.
  • Masonic Traditions: Many local gatherings and community events reflect the area's strong Masonic influence, showcasing a rich history of brotherhood and service.
  • Native American Heritage: Respect for Native traditions and history is evident here, with many community practices rooted in indigenous culture and history.
  • Pride in Local Agriculture: The region deeply values farming and ranching heritage, which influences local festivals and community pride in sustainable living practices.

Frequently Asked Questions About Shady Grove?

2. How many vacation rentals have private pools in Shady Grove?

There are 1 vacation rentals with private pools near Shady Grove. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Shady Grove are best for families?

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

4. How many Rentbyowner vacation rentals are available in Shady Grove?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 221 in the Shady Grove 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 Shady Grove. 

5. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by property. To ensure you understand the specific terms, please review the listing details or contact the property owner directly before completing your booking.

6. How do I inquire about and confirm availability for a vacation rental in Checotah?

Availability is managed directly through the listing, so you can check current dates and contact the host if needed to confirm your preferred stay.

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

Additional fees such as cleaning or service charges are typically outlined in the listing. For precise details, consult the listing description or reach out to the property owner.

8. What amenities are included with the vacation rentals in Checotah, Oklahoma?

Amenities vary between properties, but common features include Wi-Fi, parking, and kitchen facilities. Specific offerings are detailed in each listing, so review carefully or contact the owner for more information.

9. Is there a minimum night stay requirement for booking vacation rentals in this region?

Minimum stay policies depend on individual listings, so you should check the specific property details or contact the owner to confirm the requirements for your desired dates.

Shady Grove Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 6 Baths 12 Guests 2700 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£348/Night 7 Nights - £2,437
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 10 Guests 2200 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£240/Night 7 Nights - £1,683
House
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£232/Night 7 Nights - £1,625
House
Map-icon
like-icon8.8
Fabulous
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£144/Night 7 Nights - £1,009
House
Map-icon
1 Bedroom 2 Baths 10 Guests 1603.82 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
£309/Night 7 Nights - £2,160
New
House
Map-icon
3 Bedrooms 3 Baths 10 Guests 2250 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
£255/Night 7 Nights - £1,785
House
Map-icon
3 Bedrooms 2 Baths 10 Guests 1600 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£242/Night 7 Nights - £1,691
House
Map-icon
1 Bedroom 1 Bath 6 Guests
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
£130/Night 7 Nights - £911