Holiday rentals in Anna

The Kentucky Cottage ~ Cupola Lane~McK Square

Steps north of Historic Downtown McKinney awaits an experience as exquisite as Kentucky bourbon, with southern hospitality and the warmth of years gone-by. The Anthropologie vibe, clad with original shiplap, hardwoods and handblown windows, is reminiscent of derby days, bourbon trails & front-porch sitting. Our event-worthy backyard welcomes you to sit & sip at the open and close of each day, while our versatile kitchen/coffee bar/beverage station invites home-cooked meals & dinnertime laughter.

Private Suburban Gem-1 Bdrm Suite w/ Kitchen & W/D

Experience tranquility and style in this inviting retreat. As you step inside, you'll be captivated by the open layout, enhanced by our elevated setting. The backyard offers a serene oasis, perfect for unwinding day and night. Within 30 minutes of... Buc-ee’s Raytheon Company Eden Hill Vineyard & Winery Erwin Park Hike and Bike Trail Historic Downtown McKinney Allen Premium Outlets Bethany Lakes Park The Star in Frisco TPC Craig Ranch (AT&T Byron Nelson) Host of restaurants and movie theaters

The Bridle Estate | Pool • Hot Tub • Horses

Welcome to The Bridle Estate ~ your luxury farmhouse nestled on a 14-acre horse ranch. Lounge by the private pool, soak in the hot tub beneath the stars, gather around the firepit, and wake to breathtaking sunrises. Celebrate weddings, family vacations, girls’ weekends, birthdays, or bachelorette celebrations surrounded by rolling pastures and grazing horses. Just minutes from Rustic Grace wedding venue, McKinney, wineries, and Dallas, this peaceful escape is where unforgettable memories begin.

Newly Renovated, Spacious, Quiet Cul-de-sac Home

Newly renovated, spacious 5BR, 3.5BA house located at the end of a quiet and safe cul-de-sac, perfect for the whole family. Featuring all the essentials: wifi, smart TVs, fully equipped kitchen, ample parking & a playground within walking distance. This property is conveniently located to explore all the restaurants & activities that DFW has to offer. Go 40mins north to Choctaw Casino Resort, 15mins south to Downtown McKinney, 25mins to Frisco, 40mins to Downtown Dallas & 1hr to the Stockyards!

Texas Farmhouse on 10 Acres with Pool &Hot tub Spa

Set on 10 acres of solitude, a Peaceful setting with easy access to Celina, Aubrey, Pilot Point, Wedding venues, and restaurants. Farmhouse is a peaceful paradise featuring a private splendid pool. This charming modern farmhouse has 4 bedrooms, and 3 full baths this spacious 3k sq ft home is spacious can easily accommodate 12 guests. The open floor plan with a living room and outdoor Patio/Gazebo make this home perfect for big family gatherings with easy access to HWY 289, mins to Celina DWTN

Ranch Retreat in Van Alstyne

Our Van Alstyne retreat offers the perfect blend of peace, space, and style. Unlike a typical suburban stay, this home sits on private land surrounded by wide-open Texas skies, giving you room to breathe and truly relax. Spacious Living: 4,000 sq. ft. of open, bright interiors designed for comfort. Private Outdoor Space: A full acre, fenced for privacy, with beautiful ranch surroundings. Quiet & Secluded: Enjoy the calm of the countryside, yet still be close to McKinney, Sherman, and Dallas.

Private Guesthouse On Country Land

One-bedroom guesthouse with a private entrance, full kitchen, pantry, bathroom, and laundry room. The bedroom features a king-size Tempur-Pedic mattress, desk, TV, and spacious closet. A pack ’n play and twin mattress are available for added flexibility. Enjoy our shared breezeway porch with an outdoor fireplace and peaceful views into our wooded 12-acre backyard. Perfect for wedding weekends, lake trips, or a quiet countryside escape. Also well-suited for comfortable long-term stays.

The Harrison House

Your family will be close to everything Melissa has to offer when you stay at this centrally-located place. Right at the heart of downtown Melissa, you are only a short distance from local shops, salons, and restaurants. It is also only a 7-minute drive to The Z-Plex Texas Sports Village. There is one king-sized bed, one queen, and two twin beds that can be pulled out and put in either of the bedrooms. In the living space, there are two seating areas and a shuffleboard table.

Anna’s Luxe & Cozy Stay

Experience comfort and style in this thoughtfully designed home, ideal for a relaxing getaway. The open-concept living space is bathed in natural light and features a fully equipped kitchen, a cozy dining area, and an inviting living room perfect for relaxation and entertainment. Enjoy modern decor, plush beds, and spa-inspired bathrooms, with filtered water throughout the home for both drinking and bathing—all carefully curated for your comfort.

Texas Prairie Cottage

Welcome to Texas Prairie Cottage. Relax in the country with games, bbq, snd s'mores! Lots of room to spread out on our 1.3 acre property. Play games, soccer outback, watch movies, or enjoy the sunrise and sunsets from the large front porch or backyard fire pit. If you are feeling adventurous, visit with the sheep, goats, and donkey. Room for 6-8 guests in our 3 bed, 2 bath cottage. You won't forget your stay on the prairie.

Luxury Ranch Retreat with New Swimming Pool

Welcome to our Spacious Home with New Swimming Pool and Deck! We are excited to share our recently updated home with you! Not only does it feature a brand-new swimming pool and deck, but it also boasts a well-equipped kitchen, dining area, living room, bar and game area, sunroom, 4 bedrooms, and 3 full bathrooms. The entire property; house, barn, and now the swimming pool, is accessible to guests.

Blue House on the Prairie in Anna, Texas

Spend your vacation in this lovely and luxuriously decorated home. This 3 bedroom and 3 bathroom house is equipped with everything you need for a great getaway. There are 2 TVs each of which have a Roku and the kitchen is fully stocked with the right equipment to make a delicious family dinner. Only 15 minutes away from McKinney and just 45 minutes away from Dallas.