Holiday rentals with a pool in Cherokee County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cherokee County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Home in Leesburg

4.75 out of 5 average rating, 4 reviews

House #41 Moonset Vista House (Pet Friendly)

Lake Front • 6 Bedrooms • 4.5 Baths • Sleeps 14 • Pet Friendly The beautiful Moonset Vista will offer spectacular views during the day and especially at night, it is just a few steps to the beach and a short walk to the Mushroom Pool. With space for 14 people, the Moonset Vista is ideal for multiple families to spend time together. With lots of windows, you will be able to enjoy the lake view from almost every room. The main floor has a large kitchen with an open living room and dining room that

Home in Leesburg

4.5 out of 5 average rating, 4 reviews

House #14 Pelican Sunrise (no pets) Lake View

Lake View • 5 Bedrooms • 4 Baths • Sleeps 16 • No Pets This roomy home features a nautical theme and has a secluded feel yet is conveniently located to the Villa Pool and a large grassy picnic area and playground. An upper-level deck has seating for 12 with a large patio table, rocking chairs and views of Weiss Lake’s beautiful sunrises. The lower level has a screened in porch. The back porch opens onto the resort’s largest private backyard, a well-shaded space with a covered gas grill, a fire p

Home in Leesburg

5 out of 5 average rating, 3 reviews

House # 26 Bay Bungalow (pet friendly) Lake View

Lake View • 3 Bedrooms • 2 Baths • Sleeps 6 • Pet Friendly Situated along the hilltop near Chesnut Bay’s main entrance, Sure Catch is a traditional three-bedroom lake home with a double drive and spacious garage, offering plenty of room for boats and trailers. It has a terrific open floor plan that’s perfect for friend and family gatherings. Just off the living room is a screened porch, ideal for relaxing and enjoying the views after a day on the lake. On the lower level is a private bedroom sui

Home in Leesburg

5 out of 5 average rating, 4 reviews

House #46 Grits Carlton Lakefront (no pets)

Lake Front • 6 Bedrooms • 6 Baths • Sleeps 17 • No Pets This spacious three-level home was custom-designed from the ground up, with no expense spared to ensure a comfortable, convenient and fun vacation stay. The main level includes two bedrooms – a master suite with a King bed, and a room with two twins. An open living, dining and kitchen space maximizes lake views and the potential for entertaining and socializing. The dining area boasts a custom-made farmhouse table with two benches that can

Guest favourite

Home in Cedar Bluff

4.97 out of 5 average rating, 67 reviews

"Stilts"- Perfect Getaway w/ pool, firepit, & FUN!

Come experience Weiss Lake at this beautiful brand new lakefront property. It's surrounded by beautiful acreage, woods, & BREATHTAKING unrestricted lake views! Play corn hole, life size chess/checkers, Connect4, take a dip in the year round hot tub or seasonal pool, play in the sand area or on the playground, make some delicious food on the grill, cozy up by the fire pit and roast some s'mores, swim or kayak in the cleanest water on Weiss Lake, watch AMAZING sunsets! SO much to do on property!

Top guest favourite

Home in Cedar Bluff

4.97 out of 5 average rating, 36 reviews

Relaxing Getaway w/ Lake, Pool, Hottub, firepit!

Come experience Weiss Lake here at this beautiful 1930's lakefront property. It is surrounded by beautiful acreage, woods, and BREATHTAKING lake views! Private covered deck looking straight at the lake and mountains. Play corn hole, life size chess/checkers, board games, cozy up by the fire pit, take a dip in the year round hot tub or pool (seasonal), play in the sand area or on the playground, make some delicious food on the grill, go kayaking, take a swim in the cleanest water on Weiss Lake.

Guest favourite

Home in Leesburg

4.92 out of 5 average rating, 12 reviews

House #58 Lake Life pet friendly

Lake View • 5 Bedrooms • 3 Baths • Sleeps 12 • Pet Friendly Lake Life is designed with family in mind and is centrally located, with the popular Mushroom Pool just steps away. Five bedrooms and six Queen beds comfortably sleep up to 12 guests. The fully stocked kitchen is outfitted with granite countertops and stainless-steel appliances. TVs in every room, a DVD player in the living room, and a supply of cards and board games ensure plenty of entertainment options for evenings and rainy days.

Top guest favourite

Home in Cedar Bluff

5 out of 5 average rating, 16 reviews

Escape to “Studio B”-Pool, HotTub, FirePit,& More!

Escape to our cozy studio & experience weiss lake at this beautiful brand new lakefront property. Surrounded by beautiful acreage, woods, and BREATHTAKING unrestricted lake views! Play cornhole, life size chess, take a dip in the year round hot tub or seasonal pool, play in the sand area or on the playground, make some delicious food on the grill, cozy up by the fire pit & roast some s'mores, swim or kayak in the cleanest water on Weiss Lake, watch AMAZING sunsets! SO much to do on property!

Top guest favourite

Tiny home in Menlo

5 out of 5 average rating, 52 reviews

Tiny home atop Lookout Mountain

Kick back and relax in this stylish space in the woods. The Nest is located in Little River Escape, a gated tiny home community featuring a pool, river access, a tiny gym, trails, kayaking and fishing. Enjoy your morning coffee as you bird watch from the deck, take a peaceful paddle in the provided kayaks down the East Fork of the Little River into Lake Lahusage, hike nearby waterfalls and canyons, and enjoy s’mores by the fire pit at night. Your stay is sure to create meaningful memories.

Guest favourite

Home in Cedar Bluff

5 out of 5 average rating, 5 reviews

Spring Fling-Heated Pool, Hot tub, Firepit, Kayaks

BRAND NEW construction with breathtaking, unrestricted views of Weiss Lake and the Appalachian Foothills. So much to do! Swim, Boat, kayak, canoe or just float! Jump on in-ground trampoline, play corn hole, life size chess, board games, take a dip in the pool, play on the playground, grill out, play volleyball, foosball, Connect4, cozy up by the fire pit, or play horseshoes. Close by are waterfalls, hiking, rappelling, ziplines, caving, and an old-timey drive-in movie and restaurants.

Superhost

Home in Cedar Bluff

Lakefront Double Studio w/ HotTub, FirePit, & FUN!

Come experience Weiss Lake at this beautiful brand new lakefront property. It's surrounded by beautiful acreage, woods, and BREATHTAKING unrestricted lake views! Play corn hole, life size chess/checkers, take a dip in the year round hot tub or seasonal pool, play in the sand area or on the playground, make some delicious food on the grill, cozy up by the fire pit and roast some s'mores, swim or kayak in the cleanest water on Weiss Lake, watch AMAZING sunsets! SO much to do on property!

Home in Fort Payne

Bel Amour of Lookout Mountain - 8 bedrooms - Views

Mansion on 8 acre Estate views Lookout Mtn-Salt Pool-Wedding-Mentone-Chattanooga Perched high with sweeping panoramic views of Lookout Mountain. The front verandah is perfect for breakfast & evening meals, soaking in the mountain views! This home has been featured in local home tours & TV-style shows & is one of the most notable in Alabama! Luxury abounds, perfect for weddings, families & retreats. 4 indoor & 1 outdoor fireplace, gourmet kitchen, beauty around every corner. Ltd dates

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Popular amenities for Cherokee County rentals with a pool

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Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Leesburg

House #61 Teal We Meet Again (Pet Friendly)

JessicaRating, 5 stars9 months ago

So glad a friend recommended this place. Chestnut Bay Resort was a quick two hour drive from home with plenty of fun activities! Make sure to rent a golf cart to get around. The house was right next to one of the pools and was great for the kids! It was a great getaway for Labor Day weekend.

Home in Leesburg

4 out of 5 average rating, 5 reviews

Home #13 Decks Docks FlipFlops(No Pets)

ReynaldoRating, 5 stars8 months ago

Loved the home and the property. Everything was clean and well maintained. We were there off season. It was peaceful and quiet and the views on the lake were great Everyone was friendly on property and in nearby communities. Will definitely be returning here for another stay.

Home in Leesburg

4.33 out of 5 average rating, 3 reviews

House # 29 -Castaway (Pet Friendly)

MacyRating, 5 stars7 months ago

Perfect place for my wedding party group to stay at!!

Home in Leesburg

House# 60 Point of View (pet friendly)

PaigeRating, 5 stars9 months ago

Stayed here in the same house twice and love it. Great place!

Home in Leesburg

House #07 Southern Manor (no pets) Private Pier

LeeRating, 5 stars5 months ago

Our stay was amazing!! So every year we do a Friendsgiving with a group of us that grew up together and this year we found chestnut bay!! It was an amazing spot for all of the kids. Playgrounds, bounce pillows to play on during the cold months! We also had golf carts and the kiddos loved taking rides around the area and checking out all of the scenery! The house was super nice! Enough space to host us all and our families together for this Friendsgiving! We always chose different spots and areas for the experiences and everyone was in agreement that we would definitely be coming back to Chestnut Bay! Especially in the coming summer so that we can check out the water park and get some boats on the lake as well! The host was very responsive. Any and all questions we had were answered in a very timely. My boys absolutely love the area and the people that we met while there. Can’t wait to get back over there for some more memories to be made! Many thanks to everyone who helped out!!

Home in Leesburg

House #16 - Weiss Decision - (No pets) Lake View

AlyssaRating, 5 stars14 months ago

Stayed here for 3 days with some of my friends and absolutely loved the place. We're even planning on booking again for an upcoming weekend in April! It was absolutely beautiful and the little neighborhood was just lovely.