Vacation rentals in Hillsboro

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Top-rated vacation rentals in Hillsboro

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

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Guest favorite

An elevated tiny house is surrounded by slender trees, showcasing a wooden deck with railings. Stairs lead to the entrance, while large windows offer views of the clear sky above. Natural foliage surrounds the base, adding to the serene setting.

Tiny home in Chattanooga

4.95 out of 5 average rating, 393 reviews

La Cabaña You have to climb it to get the wooness!

Pets welcome with a $35 per pet fee to a maximum of 2. Quiet mountainside tiny house on 2.5 acres in the Tennessee River Gorge will provide you with the best nights sleep. Spectacular bluff view hikes are within a few miles of the cottage. Enjoy kayaking or stand up paddle boarding along the Tennessee River with 2 rental locations within a 3 minute drive of the house. With the convenience of downtown Chattanooga only a 15 minute drive you can't miss out on everything this rental has to offer.

Guest favorite

A stone fireplace built into a wooden wall serves as a focal point in the living area, with flames visible inside. Large windows allow natural light to fill the space, showcasing the surrounding trees. A comfortable sofa is positioned nearby.

Cabin in Monteagle

4.93 out of 5 average rating, 167 reviews

Monteagle Mountain Serenity Nashville Chattanooga

"FAMILY CABIN" WITH VIEWS EVENTS OR LOUD PARTIES ARE NOT ALLOWED. NEAR MUSIC CITY USA AND CHATTANOOGA MILES HIKING TRAILS AND NINE NEARBY WATERFALLS After a day of exploring relax on the OVER SIZED Deck PANORAMIC MOUNTAIN VISTA'S GAS FIRE PLACE , FIRE PIT & GRILL FULLY STOCKED KITCHEN KING SUITE w/CUSTOM SHOWER QUEEN BEDROOM & 3 bed BUNK ROOM ADDITIONAL FULL CUSTOM BATH 4 TV's INTERNET & cable All the beauty of The SMOKEY'S without the crowds.

Top guest favorite

A covered porch features several wooden rocking chairs positioned along the railing, providing views of the surrounding greenery and nearby lake. Natural light illuminates the space, enhancing the connection between indoor and outdoor environments.

Home in Silver Point

5 out of 5 average rating, 96 reviews

LAKEVIEW GETAWAY adjacent to Floating Mill Park

VACATION HOME gets a new definition here with activities for all ages. Walking distance to the lake, public boat ramp, kayaking, playground, campground, swimming area, hiking trail, picnic area, and covered pavilion for large groups…plus our incredibly equipped game room. 3 minute drive to Hurricane Marina with seasonal boat rentals and restaurant. House is roomy modern design w/2 king suites, 2 queen BRs, sitting area w/sleeper couch. Well furnished deck & screened porch for additional leisure.

Guest favorite

The tiny home features a modern exterior with a metallic roof, nestled among tall trees. A porch with seating complements the front of the home. Soft outdoor lighting highlights the landscaping and pathways, creating a serene atmosphere in a wooded setting.

Tiny home in Monteagle

4.9 out of 5 average rating, 101 reviews

Sweet Dee's Tiny Home

FEATURES A HOT TUB! Relax in style at Sweet Dee's (formerly listed as The Alexander), a luxury tiny home in the Retreat at Deer Lick Falls. Serene, tranquil, rustic, wooded setting with relaxation stations throughout the community. The Retreat at Deer Lick Falls is a gated luxury tiny home community in southeast Tennessee. The community is only 15 minutes from the University of the South in Sewanee. Guests of the Retreat also have access to Retreat at Waters Edge and it's lake.

Superhost

A tranquil lakeside scene features a dock extending over calm waters. A paddleboard rests on the dock, which is shaded by trees. The sunset casts warm hues across the sky, reflecting softly on the lake's surface and highlighting the surrounding landscape.

Home in Winchester

5 out of 5 average rating, 3 reviews

Rare Flat Lot w/Beautiful Views, Dock, Hot Tub

Escape to this charming lakeside retreat, where stunning sunsets and unbeatable water views await! Sitting right on the water, this cozy home offers a dock with a slip, two paddleboards, two kayaks, and a hot tub for ultimate relaxation. Dine outdoors by the lake, gather around the fire pit table, or enjoy the kid's game room with foosball and an arcade. With its vintage charm and unbeatable location, this is the perfect getaway for families and friends looking for lakefront fun!

Guest favorite

The entrance hallway features light oak flooring and white walls, creating a spacious feel. Towards the left, a console table with decorative items sits along the wall. A green plant adds a touch of nature, while natural light enters through windows at the top of the stairs.

Home in Chattanooga

4.9 out of 5 average rating, 10 reviews

Designer Home 5 Beds | Jetted Tub |Family Friendly

Stunning new home with exquisite views filled with thoughtful artwork and mid century modern décor throughout. With exquisite attention to detail and high-end finishes and appliances, this property has been designed to create a truly elevated living experience. The open floor plan provides direct access from the fully equipped kitchen to the spacious dining and living area that open up to your own private porch- the perfect getaway for relaxing and unwinding with your family.

Top guest favorite

Home in Winchester

5 out of 5 average rating, 20 reviews

The Modern Mainstay at Barefoot Bay

Welcome to The Modern Mainstay, your stylish retreat by the shores of Tims Ford Lake! This pet friendly contemporary home is just 1/2 mile from the historic downtown square where you can enjoy doing a bit of shopping or dining. Or sit on the front porch with lake views, and take in the serene surroundings. Take a dip in our lakefront community pool. Enjoy access to the lakefront common area for fishing, swimming in the lake, and relaxing by the fire pit with a glass of wine.

Guest favorite

A screened porch features a spacious hot tub surrounded by wooden walls, creating a private retreat. Comfortable seating is available nearby, with greenery visible through the large windows, inviting relaxation and connection with nature.

Cabin in Silver Point

4.9 out of 5 average rating, 121 reviews

Game Room | Lake View Chalet | Hot Tub

🌊 Center Hill Lake Escape Chalet w/ Views! 5-star retreat Stunning lake views, hot tub, screened porch & fireplace. 3 King bedrooms (2 w/ twins), game room w/ twins, queen sleeper sofa. Two full kitchens, ping pong & Ms. Pac-Man! Minutes to Suntex's Hurricane Marina, Edgar Evins State Park, Caney Fork River, wineries & hiking. Don’t miss goat cuddling at Harmony Lane Farms! 🐐 Exceptional hospitality + free toiletries & coffee. Book your perfect lake getaway today! 🚤✨

Guest favorite

An inflatable hot tub is situated under a canopy, illuminated by soft, blue water. The surrounding drapery creates a cozy enclosure, while warm light is visible from the windows of the house behind, hinting at a relaxing environment.

Home in Middle Valley

5 out of 5 average rating, 9 reviews

Beautiful home Hot Tub* Mins hospital *museums*zoo

Free: WiFi Free Coffee and Tea Free: Hot Tub Use Free: Parking Free: Welcome Bottle Of Wine Charming Ranch-Style Retreat with Sun room & Screened Porch! Relax in this cozy, vintage-inspired space with plenty of natural light. Enjoy mornings in the bright sun room, unwind on the screened porch, and experience true comfort and character in a peaceful setting. Perfect for a relaxing getaway!” Relax with the whole family at this peaceful place to stay.

Superhost

A well-lit living area showcases a coffered ceiling, large windows, and comfortable seating arranged around a central coffee table. A staircase with wooden steps and white railings leads to the upper level, while decorative accents add a touch of elegance to the inviting space.

Home in Winchester

4.6 out of 5 average rating, 5 reviews

The Mimosa @ Twin Creeks Resort w/ FREE BOAT*

*FREE BOAT - Any 2 or more nights booked and staying through May 31st, 2025 qualifies for one full day complimentary pontoon rental of your choosing, subject to terms & availability! This stylish place to stay is perfect for group trips, family reunions, or family vacations. With plenty of bedrooms, everyone will have plenty of space during their stay as well as large family rooms to get together for activities and fun!

Top guest favorite

A serene view over lush green hills meeting a calm lake, shrouded in soft morning mist. The sky is filled with gentle hues of blue and pink, while a few clouds drift above, creating a tranquil atmosphere.

Cottage in Smithville

4.97 out of 5 average rating, 36 reviews

Comfy cottage with amazing lake view!

Relax at The Roost on Center Hill Lake. The peaceful porch is waiting for you, with one of the best views in town. Located within minutes of multiple marinas and state parks. We have parking for multiple cars and a boat. Come enjoy one of the most private and peaceful properties on Center Hill Lake! Hurricane Marina - 13 min Sligo Marina - 17 min Pates Ford Marina - 27 min

Guest favorite

Cabin in Bryant

4.91 out of 5 average rating, 206 reviews

Big Time Hill Cabin with an indoor pool, hot tub,

SUNDAY check in ALLOWED. BIG TIME HILL CABIN is located inside Paradise Pointe is gated & on a mountain at tristate corner of AL/TN/GA. Walk our HIKING TRAIL to tristate corner & be in 3 states at once. Paradise Pointe has 1 HuGe INDOOR POOL HOUSE with outdoor deck. 19 rentals has access to pool house. Cabin has hot tub, WIFI, fireplace, charcoal grill & fire pit!

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What guests are saying

Lakeside Retreat at The Reserve w/ Golf Cart

5 out of 5 average rating, 91 reviews1 month ago

Beautiful home in a peaceful neighborhood! We loved the woods in the backyard and the back porch was the place to be! The house was just as it was described and the pictures were exactly what we experienced. Matthew was a great host and replied quickly to my questions. The beds were so comfortable, the kitchen had everything we needed, and the house was clean. We would definitely stay here again!

Home in Tullahoma

What guests are saying

Massage Chair | Game Room | 5 min to DTWN

5 out of 5 average rating, 85 reviews4 days ago

This airbnb was amazing and a wonderful place to stay in during our family vacation in Chattanooga! The place was gorgeous, clean, cozy, comfortable and had all the amenities we could dream of - dual keurig with pods and traditional coffee maker, excellent kitchen and kitchenware, blackout curtains (a must for us!), comfortable beds, a breakfast bar, game room, even a popcorn maker. The hosts were very responsive and friendly. We will definitely plan to stay here again should we come back to Chattanooga!

Home in Chattanooga

What guests are saying

Clementine Cottage

5 out of 5 average rating, 23 reviews8 months ago

The Clementine Cottage was perfect. It was cute, quaint, CLEAN, well outfitted with lots of nice extras. She had brochures on all the nearby activities. We fished, we kayaked, we sat around the fire pit, we enjoyed the screened porch. My only complaint would be that I mistakenly thought the cabin would be a little more secluded but even with that being said, it was quiet, it was serene, we enjoyed our long weekend very much and are talking about another trip there. And Gloria is a great hostess. We were pleasantly surprised at how nice everything was.

Cottage in Kelso

What guests are saying

Cabins+Treehouse on 50ac Hot Tub/Sauna/PettingZoo

4.96 out of 5 average rating, 80 reviews1 month ago

Rustic and peaceful hideaway for those ready for some private time. The guest cabin and treehouse offered further retreat from the main house. This was an idilic location for our private family time and everyone enjoyed the rustic vibe with modern amenities.

Treehouse in Sparta

What guests are saying

ROCK CITY s

5 out of 5 average rating, 8 reviews2 months ago

Between the in-house games, the fire pit outside, the tree swing, and the outdoor games, our family absolutely loved our time. The drive was well lit when we got there after dark. Massey's Kitchen was where chose to eat dinner. It was beautiful, but we chose to do a pick-up order. The food was top notch as well. This home is located in the perfect location. It is private enough to feel cozy, but we were close enough to Rock City and Ruby Falls. This home is trally expansive as well. We lost count of the available places to sleep. 3 kings, 6 or 7 twins, and a queen bed. We didnt feel crowded or cramped at all. I just wish that we'd planned a longer stay. Well definitely book with Marcie for our next Chattanooga trip!!

Home in Lookout Mountain

What guests are saying

5 BR Log Cabin - Hot Tub - Pond Fishing - 2

4.88 out of 5 average rating, 34 reviews3 weeks ago

Great place! It was peaceful, quiet, and relaxing! The house is beautiful. The neighborhood was safe and quiet. You do have to drive into Chattanooga for groceries/ restaurants. Places to go are a few miles away but will take you twenty minutes to get to. That wasn’t a problem for us but could be for some. There were a few bees around which again wasn’t a problem for us but could be for some. It could be a tight squeeze to fit five vehicles there. We had a big truck so we took up the entire parking space by the garage. Overall, if we would be in the area again we would book this home again. It was so peaceful!

Cabin in Lookout Valley

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