Holiday houses in Whitesboro

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Top-rated holiday rentals in Whitesboro

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Top Guest favourite
An open living space features a modern kitchen with white cabinetry and a sleek countertop. A red sofa and a black chair offer seating options, while decorative elements, including a wall art piece displaying the word 'LOVE,' add a touch of warmth to the ambiance.
Guest suite in Gainesville
5 out of 5 average rating, 117 reviews

Paris Private Suite in the city *Kamasutra Chair*

Enchanting Parisian-themed guestsuite, where every corner whispers romance and elegance. Nestled in the heart of Gainesville TX minutes away from Winstar Casino. Perfect for couples or solo travelers looking for a cozy retreat. Perfect sanctuary that sets the mood for a romantic evening or a restful night’s sleep. Sink into the comfort of the Kamasutra chair, where you can unwind and indulge in moments of relaxation amidst the captivating ambiance. Unit adjacent, but no throughway to main house.

Top Guest favourite
A dome structure is nestled among dense greenery, showcasing its white exterior. Soft light emanates from within, highlighting the secluded atmosphere. The surrounding trees create a natural canopy, enhancing the sense of privacy in this glamping retreat.
Dome in Gainesville
4.99 out of 5 average rating, 413 reviews

💫 SkyDome Hideaway ✨The First Luxury Dome in DFW!🥰

Whether honeymooning, babymooning, celebrating an anniversary, or just needing a break from the busyness of life, the SkyDome Hideaway luxury dome will provide the perfect place to reconnect, renew and rejuvenate. The dome is nestled on a hill among oak trees making it a secluded oasis for couples to getaway! This air conditioned treehouse-like experience with an outdoor shower and hot tub takes glamping to a whole new level. (If your dates are already booked, check out our newest LoftDome.)

Top Guest favourite
Home in Kingston
4.97 out of 5 average rating, 126 reviews

Lake O'Clock: Pool, firepit, outdoor movies

Spring is in the air! Pool will open March 2! Enjoy an evening around the fire pit with an outdoor movie under the stars. We are close to many marinas and casinos. Large wrap around porch. Play a game of corn hole, horse shoes, or giant connect four while enjoying the 3 acres of outdoor space. Less than 1 mile to the sandy beach of Lake Texoma. Stand up paddle boards are available for use. Truck or small SUV needed to transport lake items. Board games and children’s toys inside

Superhost
The sparkling in-ground pool invites relaxation, surrounded by spacious concrete decking. Sun loungers with cushions are arranged around the pool, and an umbrella provides shade, while tall trees create a natural backdrop, enhancing the feeling of privacy and tranquility.
Home in Whitesboro
5 out of 5 average rating, 100 reviews

Wildwood Ranch- Pool, Media Rm, Sport Ct on 160 ac

Get away from it all at Wildwood Ranch! The 3,600 square foot ranch house has recent updates with an open concept kitchen/dining/living, perfect for groups. The beautifully-decorated 4 bedrooms and 4.5 bathrooms will welcome you home after exploring the 160 acres of natural beauty! Take a dip in the sparkling pool, fish the ponds, hike miles of trails or relax by the campfire at night. Come enjoy some peace and quiet in the country- you may not want to leave!

Top Guest favourite
The custom casita is framed by tall trees, with sunlight filtering through the branches. The stone structure showcases arched doorways and a rustic fireplace chimney. The surrounding grounds provide a serene setting, enhancing the natural beauty of the outdoors.
Villa in Whitesboro
4.99 out of 5 average rating, 160 reviews

Texas Rock Casita with Incredible Ranch Views

Welcome to Rock Casita South, Casita 2. Take it easy at this unique and tranquil getaway. Come escape to Abney Ranch. Our custom casitas are located on a working ranch, nestled in the trees. You'll have access to 10 of your own private acres equipped with fishing, hiking, a pond, a fire pit, hammocks, yard games, and much more! Come relax and unwind from your day-to-day routine. Our space is perfect for Wedding Stays as local wedding venues are close by!

Top Guest favourite
The vintage caboose is surrounded by lush green grass and large trees, showcasing a weathered red exterior. The property features a spacious yard and a glimpse of outdoor seating nearby under the trees, inviting relaxation in a rural setting.
Tiny home in Gainesville
5 out of 5 average rating, 227 reviews

Cozy Country Caboose #1- Couples Getaway

Stay in our 1927 Caboose. It has everything you need for your trip. You will have free Wi-Fi to cozy up on the couch or sip free coffee/ tea outside around the fire. Play with the goats, feed the chickens and pig, or pet the horse. 5 minutes to a Winery, within 30 miles to 3 Casinos, 31 miles to Buc-ee's, and a little over an hour to Dallas. We have multiple lakes and a State Park nearby. Check out our other Caboose: Airbnb.com/h/charmingcountrycaboose

Guest favourite
Farm stay in Valley View
4.95 out of 5 average rating, 390 reviews

The Upper Room- Pool & Hot tub @ Oak Meadow Ranch

A beautiful rustic chic cabin on the second floor here at the beautiful Oak Meadow Ranch. We have exotic & farm animals on the ranch to enjoy. Enjoy our walking trails, yard games, and campfires in the common space and many other amenities, listed below. **This booking is for lodging ONLY. Our dining experiences/ animal tours are NOT included and are an additional cost that needs to be booked separately. The restaurant is closed on Mon & Wed

Superhost
A cozy living area is showcased, featuring a spacious gray sofa layered with decorative pillows. A sleek black TV is mounted on the wall opposite a stylish coffee table. Natural light floods in through two large windows, enhancing the neutral tones of the room.
Home in Whitesboro
4.91 out of 5 average rating, 127 reviews

Find Peace at Charming Comfortable Downtown Home

Keep it simple at this peaceful and newly renovated home near Downtown Whitesboro! This 2 bedroom, 1 bath home takes you to a place of restfulness and serenity the moment you walk in! You will enjoy a nice clean space and every amenity you need to feel at ease. The house is located a block away from downtown Whitesboro, food, coffee, shopping & much more! Less than a 30 minute drive to WinStar World Casino and Resort.

Top Guest favourite
The exterior of the apartment features a modern structure with a metal facade and a spacious covered porch. A large fenced yard surrounds the property, with well-maintained grass and gravel pathways leading to the entrance. Adjacent outdoor seating is visible.
Home in Collinsville
4.99 out of 5 average rating, 113 reviews

"The Little Ass Apartment!"

Welcome to "The Little Ass Apartment" which sits on 28 acres with 3 mini donkey hosts. This apartment has everything you will need to relax indoor or out. There is a full kitchen, living room, bathroom, washer/dryer, and spacious bedroom. Outside has a large fenced in yard, fire pit with seating, and a wrap around porch with views of the sunrise and sunset! Enjoy the backyard entertainment area with washers and corn hole!

Guest favourite
The open living area features a brown leather couch with yellow accent pillows, complemented by two round wooden tables. A well-equipped kitchen showcases stainless steel appliances and modern cabinetry, with colorful artwork adorning the walls and warm wooden ceiling beams above.
Home in Gainesville
4.95 out of 5 average rating, 113 reviews

Wine Street Bungalow

Beautifully remodeled small cottage in central Gainesville, TX. Non connected house with central hvac, washer/dryer, free wifi, big screen television and outside private deck/porch for lounging. The finishings and design of the house are beautiful. The house is located behind the main house at 1400 Jean Street, but has its own private off street parking. Absolutely NO...NO...smoking and vaping in the house.

Top Guest favourite
The exterior of the house is presented, featuring a light-colored facade with large windows and a front porch. A red swing is visible, enhancing the welcoming atmosphere. A brick pathway leads to the entrance, surrounded by well-maintained grass and landscaping.
Home in Whitesboro
4.96 out of 5 average rating, 182 reviews

Pocketful of Dreams

Welcome to Pocketful of Dreams. My grandparents bought the house in 1941 and my mom grew up here. I spent two years renovating and loving the house so I hope you find as much joy here as I do. Whatever your purpose in visiting, enjoy the unique and locally owned restaurants and shops. Or just stay in and enjoy the back porch and open space. Only 5 minutes from downtown and 20 min from Lake Texoma.

Guest favourite
A serene outdoor view is captured, featuring lush greenery and a gently rolling landscape. The cabin structure is shown with a modern roofline, and a pathway leads from the cabin through the peaceful surroundings, inviting guests to explore the natural beauty of the area.
Tiny home in Denison
4.98 out of 5 average rating, 176 reviews

Texas Tiny Cabins #5 – Retreat Near Lake & Casino

Welcome to Texas Tiny Cabins, where modern comfort meets open Texas land. Set on 40 acres just outside Denison, this cabin offers quiet, privacy, and stunning views. Perfect for couples, families, or solo travelers needing a break. You’re just minutes from: Downtown Denison Lake Texoma Choctaw Casino & Resort Enjoy a peaceful stay with nature, space, and convenience all in one place.

Popular amenities for Whitesboro holiday rentals

  1. Airbnb
  2. United States
  3. Texas
  4. Grayson County
  5. Whitesboro