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Holiday rentals in Hopkinsville

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Top-rated holiday rentals in Hopkinsville

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Guest favourite
A spacious outdoor area is enclosed within a wooden pergola, featuring comfortable seating arranged around a central coffee table. A hot tub is positioned nearby, with textured flooring and greenery suggesting a serene setting for relaxation.
Home in Clarksville
4.89 out of 5 average rating, 219 reviews

Private Yard: Hot Tub/B-Ball Court/X-Box/Fire Pit!

Newly Updated 3BR/1BA home that sleeps 7 people. Driveway holds 3 cars with free street parking if needed. This home comes fully equipped with wi-fi, exterior security cameras, alarm system for windows and doors for your safety & comfort, smart TVs in every room, kitchen with everyday appliances, fireplace, washer/dryer, BBQ grill, firepit w/sitting area, hot tub, & fenced in backyard. Mall 2mi, APSU 4.9mi, Oak Grove Casino 11.8mi, Fort Campbell 14mi, Vineyard/Winery 3.8mi, & Nashville 45-50min.

Superhost
A spacious studio suite features exposed brick walls complemented by modern furnishings. Two beds are arranged in the room, with a large sign reading 'LAND & GRAIN' above them. Natural light floods from multiple windows, illuminating the warm wooden floor.
Loft in Trenton
4.88 out of 5 average rating, 348 reviews

Trenton Industrial Studio

Down a winding country road only 10 minutes from Interstate 24 is a clean newly renovated studio suite in a historic building. The quaint little town of Trenton, Ky a perfect get away town gives a suite with a modern industrial feel and a view of the historic town. It is located above the Traveler’s Lantern Market & Cafe, a full scale coffee and sandwich cafe with handmade farmhouse decor. Trenton also has a boutique, salon, sewing shops and antique store. And a beautiful full park to stroll in!

Top guest favourite
A contemporary living room is highlighted by a large mirror and stylish light fixture. A comfortable gray sofa with colorful throw pillows is positioned near a wooden coffee table. A vibrant area rug complements the hardwood floor, while a flat-screen television is mounted on the wall.
Flat in Clarksville
5 out of 5 average rating, 200 reviews

2 Bedroom Hidden Gem, Downtown Clarksville

Kick back and relax in this calm, stylish space. This is a charming home nestled in the heart of Clarksville! This cozy Airbnb is the perfect choice for your stay in the vibrant city of Clarksville. As you step inside, you'll be greeted by a warm and inviting atmosphere. The living room is tastefully furnished, providing a comfortable space for relaxation and entertainment. Whether you're visiting for business or pleasure, this is the perfect home away from home. Book your stay today!

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, 384 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
A spacious studio apartment is shown, featuring a queen sized bed against the wall with a light-colored headboard. A full couch sits nearby, along with a two-person dining table in front of a modern kitchenette, which includes appliances and cabinetry. Soft lighting is provided by recessed fixtures.
Flat in Hopkinsville
4.87 out of 5 average rating, 45 reviews

Cozy Downtown Studio Apartment

Enjoy a stay in this centrally located downtown studio apartment right in the heart of historic Hopkinsville. The apartment is fully furnished with a queen sized bed, a full couch, two-person dining table, and in-unit washer and dryer. Within walking distance of downtown shops and restaurants. Private entrance to the second story apartment (no elevator). *Note: This studio apartment does not have windows - perfect for third shifters, night owls, gamers, or vampires!

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
4.95 out of 5 average rating, 150 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.

Superhost
A well-lit studio space featuring large windows with sleek blinds. The area includes a spacious bed with a textured cover, a mounted flat-screen TV, and a small seating area with a table and chairs, perfect for relaxation or work.
Flat in Hopkinsville
4.82 out of 5 average rating, 93 reviews

Spacious studio apartment blocks from downtown

Welcome to your private apartment in a beautifully preserved Victorian home, located right on the edge of downtown Hopkinsville. This space blends unique historic character with the comforts of a modern, private retreat. It also holds a special piece of local history—this home once belonged to Lucian M. Cayce, a former Hopkinsville mayor and uncle of the world-famous mystic Edgar Cayce. Book your stay and experience a unique piece of Hopkinsville history!

Top guest favourite
The kitchen features a U-shaped countertop with wooden cabinetry and a deep sink, complemented by a tile backsplash. A dining area with a round table and chairs is visible in the background, along with a decorative wall piece and clock adding subtle detail to the space.
Farm stay in Hopkinsville
4.85 out of 5 average rating, 142 reviews

Quiet country setting.

Hello! Thank you for considering staying with us during your stay in or around Hopkinsville, Ky. Whether you’re coming for work, pleasure or, to visit family, we think you’ll love staying here. It’s a warm and inviting home, with all the amenities you need for the perfect stay. We live on the farm, and will be around if you require anything during your stay. Please email if you have any questions. We look forward to hearing from you.

Superhost
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
4.83 out of 5 average rating, 144 reviews

Beautiful 3-bedroom house

Have fun with the whole family at this elegant venue. In this 3 bedroom house this house has Wi-Fi, air conditioning, grill, laundry and everything you need to feel at home your experience will be unforgettable. Its location stands out for being less than 10 minutes from the Oak Grove KY Casino and Racetrack, Fort Campbell Military Base, 20 minutes from downtown Clarksville TN and 50 minutes from Nashville TN.

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 home in Hopkinsville
5 out of 5 average rating, 148 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

Top guest favourite
A spacious living area is highlighted by a cozy seating arrangement with a large sofa and throw blanket. Natural light filters through the sheer curtains, illuminating the space. A mounted TV is positioned above a modern fireplace, and a dining table is visible in the background near the kitchen.
Home in Clarksville
4.96 out of 5 average rating, 112 reviews

Beautiful & Airy Retreat with Lots of Character

Welcome to your spacious and airy retreat at Russet Ridge! Nestled in a prime location just minutes from Wilma Rudolph Boulevard, this charming three-bedroom, two-bath home offers the perfect blend of comfort, convenience, and style. Whether you’re in town for a relaxing getaway, a business trip, or just exploring the area, this home provides the ideal setting for any stay.

Guest favourite
The cabin features a welcoming front porch with wooden railings and steps leading up to a central door with a rustic design. Natural wood elements complement the structure, blending with the surrounding greenery for an inviting appearance.
Cabin in Hopkinsville
4.94 out of 5 average rating, 300 reviews

1 Bedroom, 1 Bathroom Cozy Cabin with Hot Tub.

The Lodge is a small 2 person only cabin on 45 acres of western KY countryside with amazing sunsets included. It has a private drive and a relaxing front porch with a 2 person only hot tub. Once you walk through the cabin doors, you will be transported to the Smokey mountains without the mountains. The owners live onsite if any problems arise that need immediate attention.

Popular amenities for Hopkinsville holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Hopkinsville

Superhost
A light-filled living room features a comfortable, spacious sectional sofa and a cozy armchair. A ceiling fan adds a touch of warmth, while a stylish coffee table sits on a soft area rug. A stone fireplace serves as a focal point in the background.
Home in Clarksville
4.85 out of 5 average rating, 48 reviews

Work Stay+Grill+Sunroom+2mil to post/food/shops

Top guest favourite
A two-story country home features a spacious front porch with white railings and hanging planters. The exterior showcases a gable roof with three dormer windows and is surrounded by a lush green lawn, offering a serene rural backdrop.
Home in Adams
4.98 out of 5 average rating, 61 reviews

Cozy Country Home

Superhost
Home in Clarksville
4.83 out of 5 average rating, 12 reviews

Grassmire Getaway: Near Ft. Campbell w/ Game Room

Guest favourite
A comfortable seating area features a gray sofa and a plush recliner, positioned around a circular coffee table. A decorative rug covers the floor, while wall-mounted decor and plants add subtle touches. The space is illuminated by soft lighting from floor lamps.
Flat in Indian Mound
4.88 out of 5 average rating, 56 reviews

Quiet Country Getaway.

Superhost
A three-story brick apartment building is set against a clear blue sky, surrounded by well-maintained grass and mature trees. The building features symmetrical windows and a welcoming entrance with a blue door, contributing to a tidy and inviting exterior.
Flat in Hopkinsville
4.56 out of 5 average rating, 9 reviews

Apt 1 - Furnished 2 bdrm Ground Floor Apartment

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.
Holiday home in Clarksville
4.88 out of 5 average rating, 57 reviews

Entire House for you near Casino and Ft. Campbell

Guest favourite
Home in Clarksville
5 out of 5 average rating, 12 reviews

Modern Midtown Retreat

A charming home features a gabled roof and a combination of gray siding and stone accents. The front door is framed by white trim and flanked by two windows. A small porch with steps leads to the entrance, set against a maintained lawn.
Home in Hopkinsville
4.88 out of 5 average rating, 34 reviews

The Corner Spot in Hopkinsville

When is the best time to visit Hopkinsville?

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Frequently Asked Questions

  • What are the best places to stay in Hopkinsville?

    Hopkinsville has welcoming stays in residential neighborhoods and areas near parks, appealing to visitors seeking quiet surroundings and outdoor access. Downtown rentals attract those interested in local shops and cultural events.

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

    Kids often enjoy interactive exhibits at local museums, playing in city parks, and seasonal arts workshops. Outdoor spaces and community events provide opportunities for families to engage together.

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

    Explore the Pennyroyal Area Museum, enjoy art and food in the downtown historic district, and walk or picnic in city parks. Seasonal festivals and farmers’ markets add to the experience for many visitors.

  • How is the weather in Hopkinsville?

    Hopkinsville has cold winters averaging 28–46°F (-2–8°C), and warm, humid summers reaching 68–89°F (20–32°C). Rainfall is consistent throughout the year, so bringing a waterproof jacket is helpful for most seasons.

  • When is the best time to visit Hopkinsville?

    Late spring and early autumn are often recommended for mild weather, community festivals, and colorful outdoor scenery. Summers draw visitors for warm afternoons and local celebrations, while winter sees cooler temperatures and quieter attractions.

  • What are the best places to visit in Hopkinsville?

    Frequently suggested places include the Pennyroyal Area Museum, the downtown historic district, and local parks. For those interested in regional history, several sites offer exhibits about Hopkinsville's past and cultural heritage.

  • What are some hiking trails in Hopkinsville?

    Hopkinsville has walking and hiking trails in city parks and nature preserves, providing shaded paths and open spaces for recreation. Area trails often wind through woodlands and along creeks, popular with families and solo hikers alike.

  • What are some family activities we can do in Hopkinsville?

    Families can explore parks, enjoy interactive exhibits at local museums, and participate in community events around Hopkinsville. Outdoor spaces, playgrounds, and art workshops offer opportunities for all ages.

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

    Explore natural areas, visit historic small towns, or discover regional museums around Hopkinsville. Many travelers enjoy state parks, outdoor recreation, and locally rooted craft markets in communities nearby.

  • Are there any pet friendly accommodations available in Hopkinsville?

    Hopkinsville has pet-friendly rentals, particularly in residential neighborhoods or near parks, that welcome travelers with dogs or cats. Many hosts include outdoor spaces and information about local walking trails.

  • What are some local tips for visiting Hopkinsville?

    Locals suggest exploring downtown for unique shops, taking part in seasonal festivals, and visiting farmers’ markets for fresh produce. Early mornings offer quieter outdoor spaces, and staff at local eateries are often eager to share recommendations.

  • What is Hopkinsville known for?

    Hopkinsville is known for its agricultural roots, historic downtown, and connections to notable regional events such as solar eclipses. The city also draws attention for cultural festivals and its welcoming, community-oriented vibe.

  • What are the best hidden gems to explore in Hopkinsville?

    Hopkinsville’s hidden gems include art galleries and locally owned cafes around downtown, as well as historic sites interpreting regional history. Nature lovers often seek quiet moments at parks and wildlife areas just outside the city.

  • What are the best foods to try in Hopkinsville?

    Hopkinsville has Southern favorites such as barbecue, fried chicken, and locally made pies, plus seasonal produce from area farms. Locals frequently suggest sampling classic comfort dishes at diners and family-run restaurants.

  • What should I bring for a trip to Hopkinsville?

    Pack layers for shifting temperatures, especially if visiting between fall and spring, and include a rain jacket for occasional showers. Comfortable walking shoes are useful for exploring parks, downtown shops, and nature trails.

  • What is the nightlife in Hopkinsville like?

    Nightlife in Hopkinsville centers on casual pubs, local eateries, and venues with live music around downtown. Many opt for evenings with food, drinks, and periodic performances, reflecting a relaxed, community-driven atmosphere.

  • What are the most popular events or festivals in Hopkinsville?

    Hopkinsville hosts events that celebrate local heritage, arts, and agriculture. The most popular include the Summer Salute Festival and celebrations linked to the solar eclipse, drawing visitors for live music, food, and community traditions.

  • Are there family friendly vacation rentals in Hopkinsville?

    Hopkinsville has a variety of spacious homes and apartments that welcome families, often with amenities like kitchens, outdoor spaces, and nearby parks. Look for rentals around residential areas known for quieter streets and easy access to local attractions.

Quick stats about holiday rentals in Hopkinsville

  • Total holiday rentals

    Explore 70 holiday rentals in Hopkinsville

  • Nightly prices starting at

    Hopkinsville holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 3,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Hopkinsville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Hopkinsville rentals

  • 4.7 Average rating

    Hopkinsville stays receive an average rating of 4.7 out of 5 from guests

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