Vacation rentals in Rollingwood

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Top-rated vacation rentals in Rollingwood

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Top guest favorite

Home in Dripping Springs

4.96 out of 5 average rating, 160 reviews

Countryside Retreat New Hot Tub & Fire pit

NEW HOT TUB Voted #6 out of top 10 best in Dripping Spring from in 2022 & 2023! Nestled among the hills in beautiful Dripping Springs your retreat awaits you. Spectacular views for miles. Our beautiful home has been tastefully decorated with upscale furnishings, linens and high quality mattresses. Rejuvenate in the private sparking hot tub. Swing on the tree swing or relax on the front porch in the rocking chairs with a glass of wine. The home is one mile from historic downtown Dripping Springs.

Top guest favorite

The exterior of a contemporary two-story house is presented, featuring an asymmetrical facade with large windows and a combination of white walls and dark trim. A spacious driveway is visible, leading to a two-car garage, set within a landscaped yard with greenery.

Home in Austin

4.97 out of 5 average rating, 62 reviews

Stunning Design ~ Lakeside Retreat ~ Family Fun

Five Star Vacation Home Rentals welcomes you to this exquisite 4-bedroom house located in the peaceful and sought-after neighborhood of Apache Shores! 💛 Balcony perfect for group chill-time (w/ Hill Country & Mansfield Dam view) ⭐ Four bedrooms and five beds to fit the whole family! 💛 Expansive Open Layout ⭐ Ping-pong table 💛 10-seater dining table ⭐ Two living rooms 💛 Neighborhood has private lake access, a community pool, and many more amenities! Note: These are neighborhood amenities

Top guest favorite

A spacious window nook is framed by a large window, offering views of the expansive landscape outside. Two soft cushions are placed on a built-in bench, with a chandelier overhead illuminating the area. The ceiling features wooden beams, enhancing the inviting atmosphere.

Home in Dripping Springs

5 out of 5 average rating, 69 reviews

The View | Dripping Springs, TX

Welcome to The View in Dripping Springs, TX! Our 5 bedroom, 3 bath, 2 living space retreat offers stunning hill country views, a private pool, hot tub and easy access to local distilleries such as Deep Eddy and Dripping Springs Vodka, wedding venues, and local shopping. Perched at an elevation of 1500 feet and located in a recognized Dark Sky community, The View provides rare stargazing opportunities as well as captivating sunrises and sunsets. Experience the magic of the Texas Hill Country!

Guest favorite

Condo in Lago Vista

4.95 out of 5 average rating, 421 reviews

Mission Amore ❤️ Island @ Lake Travis

Waterfront villa with deep water views from large patio, living room and bedroom. Daily deer encounters on Lake Travis' private island at our beautiful villa overlooking the lake and pool. Winter Texas 30 day Rental Jan-Feb. Wifi, elevator, washer/dryer, salon spa, weekend restaurant, 3 pools hot tubs, saunas, fitness center, shuffle board, pickleball and tennis. Ask about our other Island Villas. Must be 21+to reserve. We have a family allergy so we cannot accept animals. Nice people only 😊

Guest favorite

A vintage camper is positioned on a wooden deck, featuring two bright chairs with patterned cushions. Shade is provided by a fabric sail above, while a planter is placed on the deck, surrounded by green grass and trees.

Camper/RV in Spicewood

4.92 out of 5 average rating, 121 reviews

The Lillipad A Lovely Vintage Camper

This memorable place is anything but ordinary - a quiet, peaceful setting with a bird sanctuary right behind the unit observed from the kitchen window. Relax on the deck in the evenings watching the beautiful sunset, star filled skies at night, the donkeys and chickens corralled in the distance, and the goldfish swim in the Lilypad pond just off to the side. It is best suited for 2 adults but could accommodate a small child. Two other units also available - The Henhouse & The Donkey Garden

Guest favorite

A circular indoor pool is framed by glass walls, allowing natural light to illuminate the area. Smooth stone steps lead up to the pool, which features a mosaic-tiled rim. Views of the surrounding landscape can be seen through large windows.

Condo in Lago Vista

4.95 out of 5 average rating, 73 reviews

Get Away Cove located at The Island On Lake Travis

You will positively love this condo. "Get Away Cove" is a much sought after unit because of it's location. The condo is located on the top floor and is an end corner unit. This gives us a roomy wrap around balcony with Cove and Court yard views. Because we are an end unit, there is no foot traffic by your door and being a top floor, you do not have the pitter patter of foot noise above you. The condo has been newly furnished and stylishly decorated. A unique tower and vaulted ceilings.

Superhost

Home in South Lamar

4.95 out of 5 average rating, 187 reviews

S.Lamar/DT retreat, Bachelor(ette) friendly

Enjoy our Travel themed sanitary AirBnB, Private, Safe Cul-de-sac, off S Lamar. 3mi from downtown. Big Groups are welcome, Spacious, 3 Bdrm, 2 Bath, 9 bds. Sleeps 11+ Kitchen, wet bar, tons of Outdoor Games & Space. Full appliances, laundry, speakers, fiber internet, Patio, gas grill, party lighting, gas fireplace, close 2 Greenbelt, perfect friends/family getaway or staycation Kid & Pet friendly. Bachelor(ette) parties welcome, Perfect for ACL, SXSW, F1, Wedding & Corp Events and More

Guest favorite

A bathroom is featured with rustic wooden accents and soft lighting. A dark stone sink is paired with a modern faucet. The space includes a toilet and a shower area, which is enclosed by a curtain. The warm tones enhance the overall ambiance.

Home in Wimberley

4.93 out of 5 average rating, 14 reviews

Historic home in Dtn. Wimberley

Discover the charm of this exceptional vacation rental in the heart of Downtown Wimberley. With a luxurious king bedroom and a second bedroom featuring two full beds, this space is perfect for your getaway. Enjoy two well-appointed bathrooms and amenities like a washing machine and complimentary Wi-Fi for your convenience. Our rental is ideally located near scenic outdoor attractions and local shops and restaurants, making it the perfect base for your stay. Don’t miss out—book today!

Top guest favorite

An open floor plan showcases a spacious dining area with a wooden table, accompanied by six chairs. A modern kitchen features sleek cabinetry, an island with bar seating, and large windows that offer views to a landscaped outdoor space.

Home in East Austin

5 out of 5 average rating, 21 reviews

Stunning Garden Getaway

Experience true luxury in this new custom 3-bedroom/3.5 bath masterpiece. This beautiful and spacious home includes all high-end finishes such as: ensuite baths in every bedroom, Burrow furniture, Sealy Posturepedic mattresses, organic cotton bedding, Bosch appliances, Moccamaster, Vitamix, wine fridge, rainfall showers, handmade Spanish tile and quartzite countertops throughout. The home also features solid wood dining, and patio tables and desk hand crafted by the homeowner!

Guest favorite

A large waterfront villa is situated on a grassy peninsula, surrounded by clear blue waters. The building features multiple windows and balconies, with tennis courts visible nearby. Lush greenery enhances the landscape, providing a peaceful and scenic environment.

Condo in Lago Vista

4.91 out of 5 average rating, 204 reviews

Sunset Paradise on Lake Travis

Top floor deep water view villa with living, bedroom and patio waterfront views of sunsets and Pace Bend. Our 2 bedroom is on the top floor (elevator access) with high ceilings and it’s gorgeous! Yes! We have wifi, in villa washer and dryer, salon spa and 3 year round pools (1 indoor heated pool) hot tubs, saunas, fitness center, shuffle board, tennis and pickleball! Only 6 guests maximum including infants and children. 21+to reserve. Ask us about Winter Monthly Rental Rate.

Guest favorite

Apartment in Lago Vista

4.91 out of 5 average rating, 11 reviews

Cozy Enclave Bursting with Amenities

Ready to take a much needed break? The island awaits to bring you tranquility and/or adventure, depending on your vacation or staycation goals. While this condo doesn't have balcony it is super comfy and cozy for your rest and relaxation between pool visits, spa treatments, tennis or pickleball, and the delicious restaurant. Or go out on the lake! There are so many options available when you stay with us on the island you can keep coming back for years to come.

Top guest favorite

A serene landscape is depicted at dusk, featuring multiple cabins nestled among trees. A circular fire pit area with seating is visible, surrounded by well-maintained grass and stone pathways that connect the cabins, which are softly illuminated by warm outdoor lighting.

Cabin in Austin

4.98 out of 5 average rating, 154 reviews

Beautiful Retreat Cabin with a swim spa & pool!

Julies Cabins is a luxury retreat with 4 cabins fully furnished located just west of Austin near Dripping Springs. It's designed for friends, families or couples wanting a quick getaway in the beautiful Texas Hill Country with all the amenities of a five star Hotel but in a country setting. Whether sitting by the camp fire or in the swim spa watching the wildlife, you'll leave relaxed and recharged. (If this listing is booked we have other three cabins)