Jenny’s Southland Homestead, LLC | House in Bowling Green

9.8 (29 Reviews) |   5 Bedrooms  4 Bathrooms  10 Guests
Oakland House | Jenny’s Southland Homestead, LLC

5 Bedroom House in Oakland, Bowling Green

Billiards Table | Game Room w/ WFH Desk Space | 11 Mi to Mammoth Cave National Park
Built in 1914, this historic Victorian house in Bowling Green is the perfect vacation rental for large families. The house boasts 6 Smart TVs, a sitting room/library with 2 glassed-in porches, beautiful farmland views, and more. There’s a piano for the musically inclined, a fully stocked kitchen for the family chef, and 5,750 square feet of space — enough for everyone to spread out.
-- THE PROPERTY --
Warren County Short-Term Rental License: WC0021
SLEEPING ARRANGEMENTS
- Bedroom 1: 1 king bed
- Bedroom 2: 1 full bed
- Bedroom 3: 1 king bed
- Bedroom 4: 1 king bed
- Bedroom 5: 1 queen bed
- Additional Sleeping: 1 pack 'n play
SHARED OUTDOOR LIVING
- In-ground seasonal pool (mid-April to mid-Oct)
- Gazebo & dining area
- Fire pit
INDOOR LIVING
- 6 Smart TVs (living room & bedrooms)
- Billiards table & game room w/ WFH desk space
- Washer & dryer
- Piano
- Gas fireplace
- Books & board games
- Dining table
KITCHEN
- Stove/oven, dishwasher, microwave
- Keurig coffee maker, slow cooker, blender
- Toaster, hand mixer, ice maker
- Cooking utensils, pots & pans, spices
- Dishware & flatware
ACCESSIBILITY
- 5 steps to enter, 1st-floor bedroom & shower
PARKING
- Shared driveway (6 vehicles)
ADDT’L ACCOMMODATIONS
- An additional property is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking
-- THE LOCATION --
- Historic Victorian house w/ beautiful farmland views in Bowling Green
- 3 miles to Trans Park Bowling Green
- 11 miles to Mammoth Cave National Park
- 11 miles to Western Kentucky University & National Corvette Museum
- 13 miles to Beech Bend Park
- 18 miles to Barren River Lake
- 75 miles to Nashville International Airport
-- REST EASY WITH US --
Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.
-- POLICIES --
- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
ADDITIONAL INFORMATION
- Addt'l rental on-site (separate unit) w/ access to shared pool
- The seasonal pool will open for the season in mid-April and close in mid-October

Jenny’s Southland Homestead, LLC is located in Oakland. Jenny’s Southland Homestead, LLC provides accommodation, featuring Balcony/Terrace, Wellness Facilities, Barbecue/Outdoor Cooking, among other amenities. This House features Air Conditioner, Parking and Pool to make your stay a comfortable one.

Jenny’s Southland Homestead, LLC has 5 Bedrooms , 4 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Oakland has interesting places to visit. If you want to learn more about the House in Oakland, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
TV
Private Pool
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Heating
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Hair dryer
  • Towels provided
  • 4+ bathrooms
Bedroom
  • Bed sheets provided
  • 5 bedrooms
  • Dining table
  • Dining room
Kitchen
  • Dishwasher
  • Ice maker
  • Coffee/tea maker
  • Toaster
  • Refrigerator
  • Stovetop
  • Microwave
  • Cookware/dishes/utensils
Laundry
  • Washing machine and dryer
  • Laundry facilities
Parking
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Activities
  • Power boating nearby
  • Hunting nearby
  • Marina nearby
Entertainment
  • Games
  • Books
  • TV
General
  • Unit size: 5750 sq ft (534 sq m)
  • French
  • German
  • English
  • Spanish
  • Near a health or beauty spa
Guest Services
  • Playground
  • Travel crib
  • Iron/ironing board
Internet
  • Internet access
Outdoors
  • Barbecue grill
  • Patio
Security/Safety
  • First aid kit
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Fire extinguisher
Spa
  • Private pool

Policies

Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 18
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Robin S.
May 25, 2026 11:31:07 PM
Review Score:   8
Summary: This is an interesting historical home. Obviously it is an old home with much of the style and charm preserved. The best thing was the comfortable beds and our children enjoyed the shared pool. Also with A/C worked and kept the home comfortable in the humid weather - especially nice for sleeping. The house is limited by what also makes it interesting like the old plumbing fixtures. ( we frequently rehooked the chain in the toilet tank in our bedroom so the toilet could flush. ) The furniture is somewhat comfortable but hard to sit the 9 of us all together except at dining room table. Pool table felt top was badly ripped so sadly we could not shoot pool. It was an overall positive experience but it did make me long for a more modern home with better kitchen amenities and a bit less wear and tear. If you like OLD homes with period type decor you may really enjoy this.
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FAQ's

Is this property pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the property have a swimming pool?

Yes, this Jenny’s Southland Homestead, LLC has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in property?

Best-rates for the Jenny’s Southland Homestead, LLC starts from $810 per night with includes Pool, TV, Bedding/Linens, Internet, Air Conditioner, Child Friendly, Kitchen, Security/Safety, Sports/Activities, Entertainment, Private Pool, Balcony/Terrace, Wellness Facilities, Barbecue/Outdoor Cooking, Heating, Laundry, Parking with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is property a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the property wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Jenny’s Southland Homestead, LLC has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the property?

Based on the information reported by the owner or manager, the Jenny’s Southland Homestead, LLC indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for property?

Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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