Holiday rentals with outdoor seating in Pickett County

4.91 out of 5 average rating, 92 reviews

Home in Monroe

New! Eagle's View Lake House on Dale Hollow Lake!

Welcome to Eagle's View overlooking Dale Hollow Lake in Monroe, TN! You will love the peace, warmth and relaxation our three bedroom, two Bath luxury “cabin” provides. Enjoy the elegant rustic decor and gorgeous lake views from the 550 sq ft deck that extends across the back of the entire home. Located2.6 miles from Sunset Marina & Restaurant where you can rent jet skis, boats, kayaks, etc. get ice-cream, dinner, or swim/layout on the beach/park area, grill out or enjoy playground & facilities.

4.94 out of 5 average rating, 112 reviews

Cabin in Jamestown

River Loft Cabin w Free Kayaks

Free kayaks at this remote log cabin on the river in the Tennessee Highlands! Kayaks include one double sit-on-top kayak, one single Pescador kayak, and one single sit-in kayak. Our off-the-grid cabin overlooks the East Fork Obey River (Dale Hollow Lake), and the scenic Tennessee Highlands. Stroll down to the water to fish or launch your boat from the nearby ramp on Riverton Road, just one street over. End the day by the outdoor fireplace, or relax on one of the two porches to stargaze.

4.98 out of 5 average rating, 51 reviews

“The Little Blue House”

Relax with the whole family at this peaceful place to stay. The Little Blue House has everything you need in a “home away from home” This home sleeps 6, full bath, kitchen with everything ready to cook meals with, WiFi, BBQ grill, gazebo, fire pit, washer and dryer, circle driveway for easy access while pulling a trailer, three minutes from town and restaurants, 10 minutes from Black House for ATV riding, horseback riding, Pickett State Park, Big South Fork National Park, Alvin C. York Park

4.97 out of 5 average rating, 180 reviews

Nature Lovers Paradise

Poplar Cove Retreat is a nature lover's paradise! Whether your interest is flowers, trees, birds, or rocks, you'll find it all in abundance. The house is located on our 80+ acre family farm where black angus cattle also reside. You may also spot deer, turkeys, and other wildlife. There are numerous bird feeders so you can enjoy birdwatching from several outdoor seating areas. The property is filled with paths through wildflower gardens and has expansive views of the surrounding mountains.

4.86 out of 5 average rating, 103 reviews

Flat in Monroe

Captain's Cove, Lakeside Inn at Dale Hollow

The Lakeside Inn at Dale Hollow is the perfect getaway for families, outdoor adventurers, and lake lovers. Newly renovated in 2021 the Captain's Cove king room offers a cozy king memory foam mattress, coffee bar, highspeed internet, smart tv, and amenities all in a stylish and clean space. Located 3/4 of a mile from Sunset Marina guests can experience all that Dale Hollow Lake and the Obey River Recreational area have to offer. Local tips and recommendations can be found in your room!

5 out of 5 average rating, 4 reviews

Cabin in Byrdstown

Americana Country Cabin

Take it easy at this unique and tranquil getaway. This cabin is perfect to experience the remote quiet life in the country yet it is only 6 miles to the nearest town of Byrdstown TN which is absolutely charming. It still has the southern hospitality in which we all love and endure. This cabin is less than 11 miles from the prestigous Dale Hollow Lake and Sunset Marina where there is a multitude of water activities to do including a sandy beach area at the Obey River Recreation Area.

4.97 out of 5 average rating, 249 reviews

Guest suite in Albany

Page's Legacy: Summertime Fun at the Lake!

All rooms have a view of the lake and the deck overlook Dale Hollow. We are a mile from Wolf River Boat Dock. The suite is downstairs with a private entrance. There are walking paths that encompasses 3 acres on the property. The private deck has a fire pit for chilly mornings to enjoy coffee or relaxing evening. There are some great day trips I have added to the "Host Guidebook" Click on "More about this location" and scroll to the bottom and click on "Show Host Guidebook"

4.93 out of 5 average rating, 42 reviews

Cottage w/ boat parking, 2.7mi to free boat launch

Located in Byrdstown, this welcoming cottage lets you experience it all with convenient on-site parking for vehicles and boat(s), a large fenced in deck & yard and a fully stocked kitchen. A quick 8-minute drive from the cottage you can be at Dale Hollow Lake. There is a FREE boat launch at Cove Creek recreation area (2.7 mi). After a day on the lake, you can unwind on the deck (seasonal lake views), sip a drink by the firepit or grill up burgers!

5 out of 5 average rating, 5 reviews

Honeymoon Luxery Escape

Experience unparalleled luxury in this exceptional home, perfect for honeymoons, anniversaries, and romantic getaways. Imagine unwinding in a gorgeous copper soaking tub after a day in nature, followed by a revitalizing experience in the spa-like rain shower. Step outside to your private oasis, featuring a bubbling hot tub and a beautiful deck perfect for lounging and enjoying sunsets. Create unforgettable memories and indulge in comfort and style.

Campervan/Motorhome in Jamestown

4.86 out of 5 average rating, 57 reviews

Sleepy Hollow Retreat

Enjoy the lovely setting of this quiet spot in nature. 15 minutes to Pickett Park or Twin Arches. Local winery in town is about 10 minutes away. We are about 8 minutes from Walmart and downtown Jamestown. Alvin York Park is about 20 minutes away. South Fork National Park is about 20 minutes away. Pogue Creek State Natural Area is about 10 minutes away. We do have chicken's and bee's. We do sell eggs to our guests at discounted price.

5 out of 5 average rating, 23 reviews

Sunset Point

VIEW, VIEW, VIEW!!!! Kick back and relax in this calm, newly constructed, stylish spacious home. Enjoy the breathtaking views overlooking beautiful Dale Hollow Lake. You can sit on the deck, and watch the sunrise in the mornings, or listen to the birds singing in the trees. There is wildlife to watch all around . One of the most relaxing places ever, this 4 BR, 2.5 BA spacious home is ready for you!

4.93 out of 5 average rating, 121 reviews

Cabin in Allardt

Equestrian Grandeur - w/ HotTub Lounge

Welcome to your new vacation! - Located in the Big South Fork White Oak Horse Community - Perfect Hot Tub Lounging Area - 60" Electric Fireplace - 65" Outdoor Roku TV - Outdoor Dine/Lounge - High-speed Wi-FI - Loft with Arcade Games & Movie Section - Fire Pit with Park Style Grill - Close to Hiking This property is perfectly located for those looking to explore the Big South Fork! Learn more below!

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House rentals with outdoor seating

4.86 out of 5 average rating, 7 reviews

“Pickett Place” Charming, cozy 3 bed, 1 bath home.

AmandaRating, 5 stars4 weeks ago

We absolutely love Kendra's place. This is our second year to stay and we will keep coming back. She is very quick to respond when we had a question. The house is a great fit for our family. It is close enough to the town square to walk to dinner or the shops.

MatthewRating, 5 stars3 months ago

1 mi from Lake. 2 bed 1.5 bath/hot tub

My friends and I had a great time and we would definitely recommend it to others the hot tub was nice the driveway was big and able to fit us and our trailer she was flexible with check in and was always responsive for our questions.

5 out of 5 average rating, 33 reviews

Mema and Pa’s Place

SteveRating, 5 stars1 month ago

Second time staying here and hopefully not the last! great location, minutes from Dalehollow!! nice country home with home away from home feeling. would highly recommend for anyone looking to stay in the area!! Great hosts, great house, great location!!

5 out of 5 average rating, 12 reviews

Cozy home - Newly remodeled

GregRating, 5 stars3 months ago

I think this was my fourth time staying at Tracy’s Beason house. It won’t be my last. It’s perfect for a couple bass boats and four people if you’re planning a fishing trip. It’s a very quiet area. My friends and I love it. Highly recommend.

5 out of 5 average rating, 22 reviews

Home in Byrdstown

KarenRating, 5 starstoday

We had a great stay in Byrdstown, and our hostess was excellent. She was always responsive, and check-in and out were a breeze. The place was as described, clean, and perfect for our lake trip. Plenty of space for the boat and truck in the drive. It was also close to town for running out to grab food and other things needed for the trip. I loved sitting out on the porch, especially when we got a summer shower and were able to listen to the rain on the roof. This would be great if you are looking for a cozy place to stay while visiting Dale Hollow Lake and don’t need much space (3-4 people). This is also close to Sunset Marina, which was very nice and easily accessible. We would stay again if we returned to Dale Hollow for a lake trip.

4.91 out of 5 average rating, 11 reviews

Lake View House

MichelleRating, 5 stars1 week ago

Beautiful location and views. Very comfortable and relaxing. Gary was very responsive and helpful. Perfect location for a peaceful getaway.

5 out of 5 average rating, 16 reviews

Riders Retreat

JaredRating, 5 stars8 months ago

Really wonderful experience. The house was incredibly comfortable and in a very beautiful neighborhood. The property itself was big, lots of trees, private, all fenced in - trails right outside for exploring. The beds were extremely comfortable. Our favorite amenity was the hottub on the back porch. We used it multiple times a day and sat out gazing at stars in it at night. We would definitely stay here again.

4.81 out of 5 average rating, 16 reviews

The Park House

Mary AnnRating, 5 stars4 weeks ago

Kendra was very quick to respond when we arrived and when we had a TV issue (not familiar with system). Immediately felt at home, it's a beautiful property with plenty of parking. The house was warm and welcoming. Lights were on to welcome us. The kitchen was very well stocked and roomy enough to prep meals for our group of 10. Our boys (ages 11-30) loved the yard for running, climbing trees or throwing the football. Me and our ladies preferred the porches to read, relax and look out over the fields. Our TV guys found a good variety of channels available to keep up with games and races over the Memorial Day Weekend. The beds were firm and comfortable. There was a good stock of quality linens. Close to Pickett Park which has beautiful scenery and good hiking. A 20 minute drive to Big South Fork Park. A short drive into Jamestown where we found several good restaurants we liked and, of course, Walmart for a grocery stock up on the way to the house. A great weekend for the Deans'.

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Apartment rentals with outdoor seating

5 out of 5 average rating, 25 reviews

Flat in Livingston

2 bdrm 3bath downtown apartment

ScottRating, 5 stars1 week ago

The place was amazing. close to downtown and free parking. The place was very clean and affordable. Lots to see and about half and hour from Cookeville TN, about 30 minutes from Dale Hallow Lake which was a lot of fun.

4.89 out of 5 average rating, 57 reviews

Flat in Monroe

The Cordell Room, Lakeside Inn at Dale Hollow

JoshRating, 5 stars3 weeks ago

Host was very responsive and easy to work with. This location is very convenient to Dale Hollow Lake via Sunset Marina and within a reasonable distance to Starpoint Marina. This is a quaint little fixed up Motel that satisfied my needs for a place to stay for bass tournaments. Beds were a little firm, but that was probably because the mattresses were so new. I enjoyed my stay and will book again the next time we are in town for a tournament!