Holiday rentals with a pool in Cooke County

Texas Charm on the farm

Reconnect with nature at this unforgettable escape. Spend some quiet time at our Gainesville Texas, Western themed tiny home. Situated on 83 acres, tucked between cedar trees and open fields. You will get the full experience of the sounds of nature surrounding you as you rest and awake. "Texas Charm" is located on a real working cattle and horse ranch. Relax on the covered porch and watch the cattle graze and lounge. The tiny home is fully stocked for all your needs. Cowboy pool included!

Gated Estate w Pool & Theater

Forget your worries in this stylish, spacious, and serene space close to WinStar World Casino & Resort. You’re granted full access to basketball court, kitchen, laundry facilities & 4 bedrooms, each having a full bathroom, Queen sized beds & closets. There’s an additional half bathroom on each level, a toddler bed & queen-sized air mattresses. The grounds have several add-on’s available, including use of the party barn, fishing at our lake, horses, fresh eggs and jacuzzi for an additional cost.

The Valley View Home

Welcome to this beautiful 5-bedroom, 5-bath vacation home designed for comfort and fun. With 6 beds, ideal for families or groups traveling together. Enjoy a fully equipped kitchen, spacious living room, private movie theater, an upstairs bar and game area. Relax by the pool, cook in the outdoor kitchen, take in the scenic views, or enjoy a game on the basketball court. This home is packed with amenities to make your stay unforgettable, the perfect place to create lasting vacation memories!

The Shady Sage Escape

Come relax and recharge at this countryside retreat! This beauty is tucked away under a canopy of trees with a deck filled with plants and peaceful views . Morning coffee is serene and evening meals dining alfresco is magical under the twinkling lights strung in the trees. It sleeps 4 comfortably with a queen size bed in the master and a quality queen air mattress that fits perfectly in the cubby as pictured . This location is perfect for lake trips , Winstar , Wine tours, it’s all here !

Gainesville Home w/ Outdoor Oasis, 16 Mi to Lake

Gainesville adventure awaits any group traveling to this 4-bedroom, 3-bathroom vacation rental! Sporting an expansive outdoor oasis, complete with a pool, yard, and patio, this home is perfect for days spent soaking up the Texas sun. Venture inside to find plenty of games, a fully equipped kitchen, and all the comforts of home. Don’t forget to head off-site and see the sights. Head out on Lake Ray Roberts for some waterfront fun or grab your bikes and explore the Isle Du Bois Bike Trail!

Gated Estate w/ Jacuzzi & Home Theater

Forget your worries in this stylish, spacious & serene space. You’re granted access to pool, basketball court, kitchen, laundry facilities & 4 bedrooms, each having a full bathroom, Queen sized beds & closet. There’s an additional half bathroom on each level & 2 premium quality Queen air mattresses. The entrance is gated, the driveway is about a half mile from the front door. The grounds have add-on’s available for those wanting more experiences from our estate such as our party barn.

The Ananta Mansion I Peace, Space & A Luxury

This unique luxury retreat offers peace, space, and privacy on 18 scenic acres near Ray Roberts Lake. The Ananta Mansion blends upscale comfort with nature, creating the perfect setting for relaxing getaways, family retreats, Business Getaways, special celebrations or Special Events, and even Small Weddings.. Enjoy serene views, open spaces, and a laid-back atmosphere designed for unforgettable stays.Bring the whole family to this great place with lots of room for fun.

The Oasis- Pool & Hot tub @ Oak Meadow Ranch

The Oasis is shabby Chic glamper that is tucked In the woods of a family working Ranch! It is tranquil yet exciting as we have added exotic animals to make your experience over the top. Come sit back, enjoy cocktails , and escape every day life. There is something for everyone at our ranch! **Our dining experiences/ animal tours are NOT included and are an additional cost that needs to be booked separately. The restaurant is closed on Mondays & Wednesdays.

Moss Lake Waterfront Memory Maker 15min to Winstar

Relax, unwind and create memories at our lakefront home! Expansive lake views from almost every room of the house. Plenty of room for families to make memories and unwind in a new home on this semi-private lake known for its spring fed clear water, gorgeous views, abundant wildlife and great fishing! Only 15 minutes from Winstar Casino and several wineries and wedding venues this is the perfect place to stay and unwind while making lifelong family memories!

Floral Cottage | Private Pool + Event Shop | 3BR R

Welcome to Floral Cottage in Gainesville, a charming 3BR, 2BA retreat with a private pool and bonus shop space. Enjoy open-concept living, vintage-inspired built-ins, and a warm cottage feel. The king suite features a private bath, plus two queen rooms for guests. Relax in the spacious yard or host a small approved gathering in the detached shop. Comfort, charm, and flexibility in one stay.

Crimson Hideaway 25min from Winstar

Crimson Hideaway is a bold studio dedicated for connecting with your partner and located on an 18-hole Championship Golf Course—a course that has hosted LPGA & PGA events. Located just 25 minutes from Winstar World Casino, it’s designed for couples and features ambient lighting and total privacy. This upscale retreat invites you to relax, explore, and indulge in unforgettable moments

Anchorage Historic House

Located in Gainesville, Texas, this Edwardian Historic home is a rare gem. Built in 1925 and carefully restored years ago by a retired US Navy Captain, this historic property features carefully preserved antiques and heirlooms from the era. Come stay with us and experience a truly unique vacation in the heart of historic Texas. We look forward to welcoming you!