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Vacation rentals in Oak Grove

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Quick stats about vacation rentals in Oak Grove

  • Total vacation rentals

    Explore 30 vacation rentals in Oak Grove

  • Nightly prices starting at

    Oak Grove vacation rentals start at $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Oak Grove vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oak Grove rentals

  • 4.8 Average rating

    Oak Grove stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Oak Grove

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
A modern kitchenette features light gray cabinets and a stainless steel fridge, with a microwave on the countertop. A small wooden dining table is positioned beside a window, illuminated by a desk lamp. A cozy seating area includes a rustic coffee table, enhancing the practical living space.
Apartment in Hopkinsville
4.81 out of 5 average rating, 75 reviews

Modern downtown apartment in historic building

Welcome to your private retreat in the heart of vibrant downtown Hopkinsville. This beautifully appointed apartment perfectly balances historic charm with modern comfort and convenience. Located in a secure, mixed-use property, you'll be immersed in the city's energy. It's the ideal home base for work or leisure, putting you just steps away from all our best local dining, unique shops, and cultural attractions. Book your stay and experience everything downtown Hopkinsville has to offer!

Guest favourite
The living room features a comfortable tan sectional sofa adorned with blue accent pillows. A wooden coffee table sits at the center, complemented by a decorative plant. Natural light filters through sheer curtains above two windows, enhancing the inviting atmosphere.
Home in Oak Grove
4.84 out of 5 average rating, 167 reviews

Happy Hidaway! Pets Welcome~Fenced Yard.

Welcome to our home! Less than 5 minutes from Ft Campbell gate 4, which offers convenience for military personnel. Just 10-mile distance to Austin Peay State University and 4 miles from I-24, our house provides easy access to Kentucky, Alabama, or Georgia. We are walking distance to the casino, and 2.2-mile from Walmart and various dining options. For those looking to explore Nashville, we are just an hour away. Please take note of our pet fee and additional guest fee detailed below.

Guest favourite
A single-story home features a sloped roof and light-colored siding, with a covered entryway showcasing large windows. A spacious front yard with green grass surrounds the property, and a driveway leads to an attached garage. A mailbox is positioned near the curb.
Home in Oak Grove
4.78 out of 5 average rating, 139 reviews

Close to Fort Campbell and Clarksville

Simply Superb place to stay while visiting this awesome area. This very quaint home, with no rear neighbors, is Just around the corner from Ft. Campbell, KY and Clarksville. IF you are relocating to the area and will be purchasing a home or leaving the area and would like to sell your home, I am a licensed real estate agent in both KY and TN. If you don’t have a signed agreement and allow me to work for you, you can receive up to 40% off of your stay. Additional restrictions apply.

Top guest favourite
A cozy cabin is nestled among lush greenery, partially obscured by mature trees. A gravel path leads to the entrance, which is flanked by wooden accents. A small outdoor seating area is visible, enhancing the connection to the serene natural surroundings.
Cabin in Chapmansboro
4.96 out of 5 average rating, 439 reviews

White Duck

Keep it simple at this peaceful and centrally-located cabin minutes from Interstate 24. Twenty minutes from Clarksville, APSU and nearby Fort Campbell KY to the north and thirty minutes from downtown Nashville and all it has to offer to the south. The quiet woodsy setting and comfortable interior of White Duck provide a restful transition from a day of sightseeing or an exciting football or hockey game. **There is a $50 pet fee** Please include your pet during the booking process.

Guest favourite
Tiny homes in Clarksville
4.95 out of 5 average rating, 614 reviews

Tiny Town's Tiny Ship

Our tiny ship is a tiny house with a flair for the nautical. Our Tiny Ship is stranded between a few homes and tucked away from sight. She has everything you need as you visit our fair city,. We have a wet bathroom with a 6 gal hot water tank (10 min continuous hot water. And a map to help ye on your travels! ⚓️⚓️ We welcome one pet, but they must be crated when left alone, and a $15 pet fee. Also, it is located on a main road with neighbors, so complete silence is impossible.

Guest favourite
The living room features a light blue wall, two comfortable sofas, and a patterned area rug. A coffee table sits center, with a ceiling fan above providing airflow. A window allows natural light, while a dining area is visible through the open doorway.
Home in Oak Grove
4.94 out of 5 average rating, 165 reviews

Paw-fect for pet lovers & thrill seekers

Whatever brings you to Oak Grove KY or Clarksville TN and surrounding areas, this renovated three bedroom house is sure to make you feel at home, away from home, in all the right ways. Paw-fect space is perfectly equipped for you to enjoy a home suitable for all groups. Book your next trip with confidence and learn why so many guests have ranked this house the premier place to stay in Oak Grove KY. Message us for more information about discounted extended stays.

Guest favourite
A modern two-story house features a combination of blue and white siding, with a welcoming front porch adorned by symmetrical chairs. Large windows provide natural light, and the neatly maintained yard complements the facade. A two-car garage is visible on the left side.
Vacation home in Clarksville
4.85 out of 5 average rating, 61 reviews

Entire House for you near Casino and Ft. Campbell

Come and enjoy this house with 3 bedrooms and 2 1/2 bath built in 2022. It is 8 min. from the Casino and 5 min. to Fort Campbell. Grocery store and restaurant are walking distance. There are 2 security cameras at the front house viewing the driveway and records when motion detected only. There is 1 security camera at the back of house pointed out to patio and records when motion detected only. You get FULL privacy inside the house.

Guest favourite
The exterior of the house is illuminated by soft lighting along the pathway, enhancing the welcoming entrance. An American flag is displayed, and the covered porch features a welcoming door. The well-maintained lawn is bordered by neatly arranged flowers.
Home in Oak Grove
4.85 out of 5 average rating, 177 reviews

Beautiful 3-bedroom house

Cozy and family-friendly 3-bedroom home in Oak Grove, KY. Enjoy high-speed Wi-Fi, air conditioning, a fully equipped kitchen, laundry area, outdoor grill, and everything needed for a comfortable stay. Located less than 10 minutes from Oak Grove Racing & Gaming and Fort Campbell Military Base, 20 minutes from downtown Clarksville, TN, and under 1 hour from Nashville. Perfect for families, business travelers, and long or short stays.

Guest favourite
An outdoor deck is illuminated by soft lighting, with several rocking chairs arranged for relaxation. A sturdy wooden railing surrounds the space, and blooming flowers are visible at the base of the stairs leading up to the entryway. The evening sky adds a serene backdrop.
Home in Oak Grove
5 out of 5 average rating, 27 reviews

Cozy Casita

This home is brilliant!!! Very convenient, only 4 minutes away from the oak grove Casino, 5 minutes from Army Base and 2 minutes to I-24 East or westbound!!! Good restaurants! Can’t go wrong with the Jamrock Or arracheras ! There is a Chinese buffet next to Walmart in oak grove that we go there a lot! This home has everything you need you can rest safe and sound!!! It has surveillance system for your safety as well!!!

Top guest favourite
A spacious bedroom features large glass doors, offering views of the surrounding nature. Soft natural light fills the room, highlighting a comfortable queen bed with crisp linens. Nearby, a cozy seating area and a small workspace complement the inviting atmosphere.
Tiny homes in Hopkinsville
5 out of 5 average rating, 165 reviews

Romantic, Peaceful Getaway in Nature

Enjoy beautiful views of nature when you stay in this unique place! Large windows on two sides of the home make it a truly serene space. Whether you are looking to walk trails on the property or enjoy the scenery in the comfort of home, you will find serenity during your stay here. If you'd like to bring a well-behaved dog, check out our other very similar rental! www.airbnb.com/h/3907witty

Guest favourite
A spacious living area is highlighted by a large sectional sofa facing a wall-mounted TV and an electric fireplace below. Light-colored walls contrast with a yellow door, while a small indoor plant adds a touch of greenery. Artwork is displayed on one wall.
Home in Clarksville
4.96 out of 5 average rating, 78 reviews

3 bedroom, pet-friendly, patio near Ft Campbell

Conveniently located to FT Campbell and the Oak Grove Casino, this newly renovated 3 bed and 2 bath home can be enjoyed with the whole family! This home features an electric fireplace, king bed, queen bed, full/twin bunk bed, outdoor covered patio with a gas fireplace. Plenty of space for the whole family or a couples trip!

Guest favourite
The front of the farmhouse features a spacious porch with rocking chairs, surrounded by greenery. The white siding contrasts with the dark roof, while large trees provide shade. A gently sloping yard leads toward an open space, creating a peaceful outdoor environment.
Home in Clarksville
4.96 out of 5 average rating, 83 reviews

The Boxwood

A traditional country farm house in a neighborhood setting. Relax on the spacious front porch at this unique and tranquil getaway. This updated residence has all the quirks and characteristics of an old fashion homestead, but with a modern flair.

Popular amenities for Oak Grove vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Oak Grove

The spacious loft offers large windows that fill the room with natural light, showcasing a combination of two beds and a comfortable seating area. A white couch and a small wooden table are located near the brick accent wall, enhancing the open layout.
Loft in Trenton
4.84 out of 5 average rating, 263 reviews

Trenton Farmhouse

Top guest favourite
Home in Clarksville
5 out of 5 average rating, 5 reviews

3 BR Fort Campbell Home Sleeps 6 Fast WiFi Stay

Guest favourite
Apartment in Clarksville
4.9 out of 5 average rating, 39 reviews

Soft Haven | Warm and Cozy getaway

Top guest favourite
A single-story residential home is presented, featuring a warm tan exterior with black accents. A well-maintained lawn surrounds the property, while a driveway leads to a two-car garage. A covered porch is visible, with chairs positioned outside for relaxation.
Home in Clarksville
5 out of 5 average rating, 47 reviews

Serene Retreat Near Fort Campbell and Casino

Guest favourite
Home in Oak Grove
4.8 out of 5 average rating, 30 reviews

Beautiful 3BR Home • Near Ft Campbell & Casino

Home in Oak Grove
5 out of 5 average rating, 3 reviews

Walking distance to Fort Campbell KY Gate 4

Guest favourite
A modern house features large glass windows and a welcoming front porch. The exterior is surrounded by green grass and mature trees, providing a natural setting. The structure combines wood and neutral siding, creating a harmonious look with the landscape.
Home in Hopkinsville
4.92 out of 5 average rating, 25 reviews

Serene lake house

Guest favourite
A prominent stone sign displays the text '101st AIRBORNE DIVISION (AIR ASSAULT)' set against a backdrop of tall green trees. The sign is located near a paved road, providing a clear view of its inscription.
Home in Oak Grove
4.91 out of 5 average rating, 35 reviews

Kozy Cul-de-sac close to work, fun and relaxation

When is the best time to visit Oak Grove?

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Avg. temp3 °C5 °C9 °C15 °C20 °C24 °C26 °C25 °C21 °C15 °C9 °C4 °C

Frequently Asked Questions

  • What are the best places to stay in Oak Grove?

    Vacation rentals are available throughout Oak Grove, especially near city parks and central neighborhoods. Areas around Fort Campbell may have stays with easy access to local attractions and community events.

  • What are the best things to do in Oak Grove with kids?

    Kids can enjoy playgrounds, interactive exhibits at local museums, and seasonal festivals with games and crafts. Family-friendly parks and mini-golf around Oak Grove provide relaxed recreation opportunities.

  • What are some of the best things to do in Oak Grove?

    Oak Grove has community parks, local shops, and seasonal events that reflect its welcoming spirit. Visitors often explore nearby historical sites, military museums, and nature trails around the area.

  • How is the weather in Oak Grove?

    Oak Grove experiences cool winters with temperatures near 28–49°F (-2–9°C), and warm, humid summers around 68–89°F (20–32°C). Spring and fall have milder temperatures, making outdoor activities popular.

  • When is the best time to visit Oak Grove?

    Late spring and early fall are often recommended, featuring milder temperatures around 70°F (21°C) and lively community events. Summer draws visitors with outdoor activities, though it can be warmer and more humid.

  • What are the best places to visit in Oak Grove?

    Many people explore city parks, locally owned restaurants, and military-focused museums in Oak Grove. The area also has art spaces and recreation centers for visitors who enjoy indoor activities.

  • What are some hiking trails in Oak Grove?

    Oak Grove has nature trails within city parks, with paths ranging from easy walks to moderately wooded routes. Nearby areas feature additional hiking options for visitors seeking scenic outdoor experiences.

  • What are some family activities we can do in Oak Grove?

    Families can explore playgrounds in public parks, take part in community events, or visit interactive museums focused on regional history. Seasonal festivals, mini-golf, and nature walks are also frequently suggested for all ages.

  • What are some of the best day trip ideas from Oak Grove?

    Explore nearby state parks, visit folk museums, or discover regional wineries and craft workshops around Oak Grove. Outdoor adventures, local history tours, and artisanal markets are frequently suggested for day trips.

  • Are there any pet friendly accommodations available in Oak Grove?

    Pet-friendly vacation rentals can be found across Oak Grove, especially in neighborhoods with easy access to green spaces. Many hosts welcome pets and offer amenities such as fenced yards or nearby walking paths.

  • What are some local tips for visiting Oak Grove?

    Locals recommend exploring outdoor spaces early in the day during summer and checking the calendar for community events and fairs. Casual attire is common, and a sense of openness helps visitors connect with area traditions.

  • What is Oak Grove known for?

    Oak Grove is recognized for its close ties to military history, community events, and outdoor recreation. The city has a welcoming atmosphere and is often associated with nearby Fort Campbell and cultural celebrations.

  • What are the best hidden gems to explore in Oak Grove?

    Locals often suggest exploring art installations in community parks and sampling regional cuisine at family-run eateries. Small historical sites and quiet nature trails around the city provide off-the-beaten-path experiences.

  • What are the best foods to try in Oak Grove?

    Southern-inspired dishes—such as barbecue, fried chicken, and classic side items—are frequently suggested in Oak Grove. Locally made desserts and seasonal produce also reflect regional culinary traditions.

  • What should I bring for a trip to Oak Grove?

    Pack comfortable walking shoes, weather-appropriate attire, and a lightweight rain jacket, as rainfall varies seasonally. If visiting parks or trails, consider sun protection and insect repellent for outdoor comfort.

  • What is the nightlife in Oak Grove like?

    Oak Grove has casual bars, neighborhood restaurants, and occasional live music events. The community scene often brings together locals and visitors for relaxed social evenings.

  • What are the most popular events or festivals in Oak Grove?

    Oak Grove frequently hosts festivals celebrating local culture, music, and regional crafts, especially around Labor Day weekend and late spring. Community fairs and military appreciation events are also popular.

  • Are there family friendly vacation rentals in Oak Grove?

    Family-friendly vacation rentals are common in Oak Grove, with homes near parks or central neighborhoods. Many stays have amenities like spacious layouts, kitchens, and access to green outdoor areas.

Destinations to explore