Holiday rentals with a pool in Overton County

4.9 out of 5 average rating, 41 reviews

Center Hill Lake-4 Bedroom, 2 Bath, Pool, Bonus Rm

Charming & spacious four-bedroom home sleeps 12. Open concept design provides gathering space for friends & family with a fireplace & TV. Bedroom/bath on main level with king-size bed. Upper level has 3 bedrooms (2 with queen beds & bunk bed room with 6 beds), all new flooring, full bath & large den/rec area, pool table & TV. Deck has wooded view, new grill & furn. Center Hill Lake access within 5 mi, marinas, parks & shopping. Private, quiet street. Large driveway fits at least 3 vehicles.

4.95 out of 5 average rating, 63 reviews

Home in Cookeville

Modern Farmhouse Charmer with Golf Course Views

This brand new three bedroom home is packed with soft and stylish comfort. Located with a stellar view of Belle Acres Golf Course and situated in a quiet community with pool and outdoor living areas, the property offers much more than just a night's stay. Upgrades such as stainless appliances, open shelving and tons of modern charm throughout. A bonus is the location which is two minutes from downtown Cookeville's historic square that is home to Poet's Coffee, The Market, and other cute shops.

4.79 out of 5 average rating, 146 reviews

Condo in Cookeville

Cozy Country Club Condo

Relax in this cozy but spacious one bedroom condo with pool (in season) and assigned parking. Centrally located to everything Cookeville has to offer - this is one of those perfect and easy to access properties! The living room has a comfy couch, a smart TV with Netflix, and even a desk to knock out some work if need be. A kitchen equipped with everything you’d need. Add in an updated bathroom with tub/shower and a large bedroom with a comfy king bed and smart TV to make this a perfect stay!

4.99 out of 5 average rating, 96 reviews

Townhouse in Crossville

9th Hole Gallery, Entire Home, provided by artists

We look onto the ninth hole of Dorchester Country Club, in beautiful Fairfield Glade, one of five courses in the community. A short walk to swim in an ADULT only pool. Amenities : Hiking trails, lakes for swimming, kayaking, water boarding. Well suited for couples, business travelers, families (with kids grade school age), and groups of six. When booking please enter the total number of guests, as groups over 4 will incur additional charges. Check in after 4:00pm, checkout by 10:00am.

4.93 out of 5 average rating, 69 reviews

Guesthouse in Monterey

Tennessee Dream Getaway & Indoor Pool

Enjoy a peaceful getaway in the heart of Muddy Pond, Tennessee. LARGE INDOOR SALT WATER HEATED POOL 18 X 32 ft. From 3 ft to 6 ft deep This newly built fully- handicapped accessible studio apartment has a luxurious bath with a heated floor and walk in shower and a washer and dryer. Also a large deck with a gas grill. Located on a quiet road in a friendly community just minutes from quaint stores including leather shops, a general store, and the Country Porch. 🤩

4.98 out of 5 average rating, 53 reviews

The Manor At Center Hill Lake

Welcome to The Manor at CHL The Manor is a one of a kind new construction home built less than half a mile from Fishlipz grill @ Pates Ford Marina on Center Hill Lake. Ideal for larger family getaways containing 5 Bedrooms with 10 beds you will have plenty of room to spread out. Including Hot tub, private pool, large eat in kitchen, 2 masters, 2 large outdoor decks, ping pong, theater, bunk room, private wooded area. <2 min to Fishlipz and Pates Ford Marina

4.89 out of 5 average rating, 196 reviews

Condo in Cookeville

Clean and convenient condo on 10th

No matter what brings you to Cookeville, this condo is truly close to it all. With 2 bedrooms, 1.5 baths, wifi, and an (in season) pool, you will find this a great spot for your time in Cookeville! Condo has a well stocked kitchen, comfy couch, smart TV (no cable), laundry room, and half bath on the main level. Upstairs you will find a spacious king size master bedroom, a spare bedroom with a queen bed, both with large closets, and a full bathroom.

4.86 out of 5 average rating, 70 reviews

Home in Baxter

BEACH|Views|Hot Tub|Kayaks|Heated Plunge Pool

🌊 Stunning lake views from decks & inside! 🛁 Hot tub + 🍹 heated plunge pool, open year round 🚐 Vintage Airstream for ambiance 🛶 Kayaks, paddleboards, & beach gear included 🔥 Solo Stove firepit w/ firewood 🎮 Ms. Pac-Man arcade game 🛏️ Sleeps 8 – 3 bed / 2 bath 🍽️ Fully stocked kitchen 🏖️ 1,000 ft to beach access & boat ramp 📍 Near Cookeville – TN’s mini Asheville 🎥 Hosted by CBS’ Emmy-winning Staycation featured host

4.77 out of 5 average rating, 111 reviews

Townhouse in Crossville

Fairfield Glade-2 BDRM condo w/king bed, WiFi #85

2 bed/1.5 bath condo/town home ; Entry level: Living room (TV), dining room, kitchen & half bath on ground floor. Upstairs:2 bedrooms 1 full bath Wilshire Heights area (heart) of Fairfield Glade. Full kitchen but no dishwasher & all items needed in the kitchen are provided for cooking, etc. TV in living room & open dining room; walk out deck w/ table outside.Stackable washer/dryer in closet on ground floor.

4.97 out of 5 average rating, 90 reviews

Guesthouse in Crossville

Outdoor Oasis on the Plateau

Located in the heart of the Cumberland Plateau. Just 2 minutes off of Interstate 40. 90 minutes from Nashville and 60 minutes from Knoxville. 15 minutes to Lake Tansi and 15 minutes to Fairfield Glade. Great hiking, fishing, falls, golf and state parks. 25 golf courses within 40 minutes. Heated seasonal pool and outdoor pool house unparalleled. Pool is open from beginning of May to end of September.

4.94 out of 5 average rating, 31 reviews

Home in Crossville

The Corner Condo - king & queen beds, Wi-Fi

Enjoy all the comforts of home in this cozy condo. There is a king bed in one room with TV, and a queen in the other, with a desk for a work area. WiFi and a TV downstairs that you can log in to your streaming account on (no cable). Stocked kitchen including coffee, tea, creamer, oil & spices. Close to groceries, restaurants and the Fairfield Glade amenities (guest passes available upon request).

Home in Bloomington Springs

4.92 out of 5 average rating, 52 reviews

Dream Estate with Pool, Bonfire & 100 Acres Nature

Welcome to our stunning 5-bedroom home with a private pool, set on 100 acres of peaceful Tennessee countryside. Perfect for large groups and families, this spacious retreat offers the tranquility of nature while being just minutes from the breathtaking Cummins Falls and the Caney Fork River—ideal for kayaking, fishing, and outdoor adventures.

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Popular amenities for Overton County rentals with a pool

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House rentals with a pool

Home in Burkesville

4.52 out of 5 average rating, 27 reviews

'Ledge Lodge' Burkesville Getaway: Pool & Views!

AndrewRating, 5 stars36 months ago

We very much enjoyed our stay. The place was definitely dated but the new bathrooms were great. We are low maintenance and I can tell they are working to fix the place up. The views are hard to beat and the accommodations were perfect. They gave us unlimited ice which was super cool. Very nice grill that came in handy more than once. Highly recommend this stay for any golf trips to the Dale Hollow State Park course, about 20 mins away. One of the coolest courses in the state of KY. The lake itself is beautiful as well. We rented a pontoon from Sunset marina about 40 mins away. We’ll likely come back!

5 out of 5 average rating, 7 reviews

Private POOL | Hot Tub | Game Room | Lake Views

JoannaRating, 5 stars2 days ago

WONDERFUL home to spend our family vacation! So spacious, so many extra amenities and conveniences (phone chargers, sunscreen, plenty of bath and pool towels, fully stocked kitchen, firepit supplies, pool toys, cozy soft blankets at every turn, etc), incredibly comfortable beds and furniture, AMAZING pool and hot tub with the best view, gorgeous decor, fun garage full of games and activities and such a kind and responsive host! Grab some of the stocked towels and head to Hidden Harbor Marina and spend a day on the lake (we felt like the only ones out there, so secluded and no boat traffic!), take some of the yard chairs supplied in the garage and check out the local drive-in movies, or stay in and enjoying all the amenities of the home! We made so many family memories in this home and did NOT want to leave!

4.89 out of 5 average rating, 61 reviews

Modern Lakehouse w/Treehouse, HOT TUB & POOL

NathanRating, 5 stars8 months ago

We had an issue with the lockbox, but Tracey was very helpful and responsive even so late in the evening. The house is beautiful.

5 out of 5 average rating, 3 reviews

Home in Cookeville

Rooftop Townhome in Cookeville

CharisseRating, 5 stars2 months ago

We had a very comfortable stay at Anna’s home. Keyless entry made check in easy. Anna was easy to reach with small questions and the beds were very comfortable.

Home in Silver Point

4.25 out of 5 average rating, 4 reviews

LODGE · LODGE · LODGE · Lodge: Pool, Mountain View

DeannaRating, 5 stars21 months ago

Pictures dont do this listing justice! The entire property is beautiful, serene & SO PEACEFUL! We spent so much time out on one of the many balconies enjoying nature, watching the sunset & watching the boats out on the lake. The amenities are exactly as listed, and I can't say enough about the cleanliness. The hosts were VERY responsive & quick to answer any questions we had. This was the PERFECT anniversary trip & I highly recommend it to anyone looking!

4.94 out of 5 average rating, 89 reviews

Home in Cookeville

Home on the Range

AngelaRating, 5 stars1 month ago

Anna's place was EXACTLY as pictured with plenty of space for our six adults. We loved how close it was to TN Tech, and the community's amenities - pool, corn hole, and outdoor seating area with TV. This house also has beautiful views of the golf course !

Home in Crossville

Lake View Condo Fairfield Glade

AnnaRating, 5 stars11 months ago

We loved our stay at Linda’s in Fairfield Glade! The space was really cozy, comfortable, clean and in a beautiful setting. Would definitely stay there again. Thanks so much for having us in your home!

Home in Byrdstown

4.71 out of 5 average rating, 7 reviews

Byrdstown Home on 65 Acres w/ Pool, Trail to Lake!

AndrewRating, 5 stars1 month ago

Whoever designed & outfitted this house did it right. Simply beautiful inside & out. We would return in a heartbeat.

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Condo rentals with a pool

5 out of 5 average rating, 4 reviews

Fairfield Glade two bedroom

ValerieRating, 5 stars14 months ago

This was a great place to stay. There were tons of free onsite activities for the kids and we had a wonderful time.

DonaldRating, 5 stars44 months ago

Fairfield Glade, TN-Fairfield Glade Resort- Studio

Great place.

5 out of 5 average rating, 20 reviews

Wyndham Fairfield Glade|2BR/2BA King Suite w/ Balc

LizRating, 5 stars2 months ago

Wonderful stay! Exactly as described ~ this is the second time we've stayed at the Club Wyndham Resort at Fairfield Glade while traveling. We'd definitely book again!