Holiday rentals with a pool in Roanoke

Villa in Wintergreen Resort

A spacious living area is highlighted by large floor-to-ceiling windows, offering views of the surrounding trees. A comfortable gray sofa and a round glass coffee table are present, along with a wooden dining table that seats six. An electric fireplace adds warmth to the space.

4.96 out of 5 average rating, 117 reviews

NO STEP ENTRY Wintergreen Mtn Home,HotTub,Sleeps10

We had to create a new listing for this property. Previous listing had 70+ reviews with a 4.8 Star rating. Same great host and same great house, just a new listing. Screenshots of old listing in additional photos. Stay at this luxurious 4-bedroom, 3-full bath vacation rental home for 10 in Wintergreen, within minutes of top-notch golf courses, skiing / snow boarding at the Mountain Inn, and dozens of hiking trails . In addition to the unbeatable location, the property offers a private hot tub!

An open living area features a stone fireplace with a mounted TV above and large windows that provide a panoramic view of the lake. A round glass dining table is set near the window, complemented by a cozy sofa and armchair, inviting relaxation and gatherings.

4.99 out of 5 average rating, 286 reviews

Fun Lake Getaway with Breathtaking Views

Fantastic getaway on beautiful Smith Mountain Lake! Enjoy stunning views on two sides of this top-floor, corner condo with a wrap-around deck and natural shade. It is perfect for a relaxing break or an adventure! Activities include boating (with guest docks), swimming (indoor and outdoor), pickle ball, working out, and relaxing in the hot tub, steam room or sauna! If you are working remotely, this quiet space includes a desk and high-speed wireless. The individual HVAC unit also has a UV light.

A sandy beach area is bordered by calm waters. Shade is provided by tiki umbrellas, while a volleyball net is visible in the soft sand. Kayaks are placed on the shore, and green lawns extend in the background, leading to a serene lakeside view.

4.98 out of 5 average rating, 115 reviews

Tranquility Cove Condo at Smith Mountain Lake

—We Welcome You— Visit and experience the ultimate respite while enjoying amazing water and mountain views, sunrises, and sunsets. This ground level condo is perfectly situated in Bernard's Landing Resort on beautiful Smith Mountain Lake! This bright, stylish & thoughtfully appointed space welcomes you to a full kitchen, spacious bdrm w/king bed, walk-in shower, and a queen sleep sofa. Amenities include restaurant & bar, tennis, pickle ball, gym, sauna, hot tub, three pools and a sandy beach.

Superhost

The kitchen area features light blue walls and modern black cabinetry. A spacious countertop is accompanied by two bar stools and stainless steel appliances. Natural light filters in through a window, creating striped shadows across the floor, enhancing the open feel of the space.

Home in Lynchburg

4.83 out of 5 average rating, 379 reviews

Lynchburg Midtown Lofts Garage Conversion

Formally a garage, this property has been transformed into a trendy two bedroom home! Located on premises at The Midtown Lofts, you can enjoy all of the amenities the property has to offer. Pool, fitness center, beach volley ball court, fire pit and the private movie theater. Pool is seasonal. The large windows allow all of the natural light you want! Two full-size beds. There is also a work space for those of you who are traveling for business, but please try to have some fun as well!

4.96 out of 5 average rating, 166 reviews

1 bedroom condo, walk to the slopes !

Cozy 1BR Wintergreen condo ⛷️❄️ 5-minute walk to the ski slopes, resort village, and mountain-too market, with snow tubing only minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax by the wood burning fire and enjoy a smart TV, fast WiFi and games. Comfortable queen bed in the bedroom plus new queen sleeper sofa in the living room. Private furnished patio with peaceful wooded views and close access to the village for après-ski.

A breathtaking sunset casts vibrant shades of orange, pink, and purple across the lake's surface. Silhouetted docks extend into the water, framed by distant mountains and a softly illuminated sky, creating a serene lakeside scene.

4.99 out of 5 average rating, 368 reviews

Lake Lover's Paradise

Come to the lake! This spacious one bedroom top floor end unit is uniquely located between Napoli by the Lake restaurant and large outdoor swimming pool. Fantastic views of the lake from the large deck! Sleeps 2 adults and 2 small children under three. The following amenities are provided during your stay (Subject to season and repair): 2 Outdoor Pools Exercise Room Boat & Jet Ski Rental 1 Indoor Pool Hot Tub Courtesy Boat Slips Beach & Boat Launch Area Tennis & Pickleball Courts

A serene view of the lake is showcased, with a grassy area leading down to the water. Boat docks are visible in the distance, and the calm water reflects the blue sky and clouds. The scene conveys a peaceful waterfront environment.

4.91 out of 5 average rating, 210 reviews

Lake Escape - Smith Mountain Lake Condo

Located in Bernard's Landing, SML, this ground-floor condo offers everything you need for a quick getaway or a week-long vacation. The condo has recently been re-decorated and offers beautiful lake views, convenient access to boat rentals, one of the best restaurants on SML (Napoli by the Lake), and all the amenities you need. Guests have access to indoor and outdoor pools (outdoor pools open seasonally), sandy beach area, sauna, gym, and tennis and pickle ball courts.

A modern living area features a cozy sofa facing a stone fireplace. Large glass doors open to reveal expansive lake and mountain views. A dining table is positioned near the window, complemented by natural light and decorative accents throughout the space.

4.95 out of 5 average rating, 151 reviews

Bernard's Landing Bliss! Breathtaking Views

Come savor the breathtaking lake and mountain views and experience the best of Bernards Landing in this condo! Enjoy the best amenities - high end stainless appliances, big flat screen TVs, keypad door access – and the list goes on! River Rock Tiled Shower and Silestone Counters! Bernard’s Landing offers so much – 2 outdoor/1 indoor pool, hot tub, beach, gym, sauna, boat launch, courtesy dock, tennis, pickle ball, racquetball courts, The Landing Restaurant, and more!

4.97 out of 5 average rating, 115 reviews

Aerial view of the cabin and pool area, surrounded by lush green trees and well-maintained gardens. A rectangular pool is centrally located, flanked by colorful umbrellas alongside sun loungers. The rustic cabin and neighboring structures feature varied roof styles, contributing to the serene country setting.

Farm stay in Hurt

18th Century Cabin Retreat

Come enjoy our 18th century cabin! They don't make them like this anymore. One side built in 1750, the other in 1825. Sit under the giant white oak and enjoy the country air. This is a wonderful retreat to kick back and relax. Enjoy the pool, horseshoes, and fire pit. In the winter months, cozy up by the wood stove or fire place with gas logs. NO PETS!!! Please do not bring your pets. Owners live on site, so if you are in need of anything, please ask!

4.95 out of 5 average rating, 150 reviews

Ski-In Ski-Out ~ Mtn Views ~ King Suite

Just steps from Wintergreen Resort’s slopes, Slope Side Gem offers the perfect mountain escape! Located in the heart of Mountain Village next to the Mountain Inn, you’re just a short walk to Starbucks, The Market, shops, and three restaurants and bars. Whether you’re skiing, hiking, golfing, or enjoying a local brewery or winery, adventure is at your doorstep. After an exciting day, unwind on the private balcony and take in the breathtaking mountain views!

4.97 out of 5 average rating, 120 reviews

Mountain View Condo at Wintergreen, Fireplace

Breathe in the crisp mountain air, cozy up by the fireplace, and soak in sweeping views of the Blue Ridge Mountains. This clean, comfortable 2-bedroom condo at Wintergreen Resort features two king beds, two full bathrooms, and a sleeper sofa—perfect for up to 6 guests. Enjoy panoramic windows overlooking the mountains,, a fully stocked kitchen, in-unit washer/dryer, central heat/AC, and free parking. The shuttle to the ski lodge is just steps away!

Guest house in Martinsville

A spacious outdoor pool area features a glistening saltwater pool accompanied by a stone hot tub. The setting is surrounded by lush greenery, providing a tranquil retreat. A shaded lounge area with comfortable seating is available for relaxation.

4.93 out of 5 average rating, 285 reviews

Vaca Oasis, Pool, Fire-Pit, Grill, Private, Relax!

Welcome to the 🌴Oasis of Martinsville! This private guest house offers resort-style amenities and total seclusion. Enjoy your own heated pool 🔥🏊‍♂️ with stunning views of trees 🌳 and mountains ⛰️. Grill out 🍔, explore uptown shops 🛍️, dine local 🍽️, or hike scenic trails 🚶‍♀️. Unwind by the fire pit 🔥 under the stars ✨, then relax into a premium Nectar bed 🛏️ with plush linens. Perfect for romance ❤️, rest 😌, or adventure 🌟!

Popular amenities for Roanoke rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor deck is equipped with a propane firepit surrounded by a dark block, offering a cozy gathering space. Comfortable, upholstered seating is arranged for relaxation, with expansive views of trees and hills in the background, showcasing the natural beauty of the mountainous landscape.

4.98 out of 5 average rating, 45 reviews

Stunning Views, Hot Tub, Impeccable Design

A spacious living area features a stone fireplace as the focal point, framed by large windows that offer views of the surrounding trees. A comfortable sectional sofa is arranged around a coffee table, with a television positioned on a media console to the side.

4.96 out of 5 average rating, 108 reviews

Cozy 5-bedroom home for large gatherings.

An outdoor deck features a cozy fire pit surrounded by comfortable seating. The scene is tranquil with trees in the background, and a colorful sunset sky enhances the atmosphere. Soft lighting along the railing adds a welcoming touch.

5 out of 5 average rating, 39 reviews

The exterior of a multi-level home is nestled among trees, with warm lighting illuminating the porch and deck. The spacious deck features a staircase leading down, surrounded by autumn leaves, creating a welcoming atmosphere.

4.89 out of 5 average rating, 145 reviews

Lily Pad - 5 Br/4 Ba Wintergreen Family Retreat

4.96 out of 5 average rating, 228 reviews

A private in-ground swimming pool is surrounded by a wooden deck and sun loungers. Shade is provided by a canopy, and lush greenery is visible in the background, highlighting the calming outdoor setting. The pool features a net for recreational activities.

Home in Lovingston

Seasonal Private Pool - All Year Hot Tub

A modern living area features a sleek leather sectional sofa adorned with patterned cushions, accompanied by a wooden coffee table. Large windows offer views of the surrounding trees, while natural light enhances the inviting space. A floor lamp adds illumination next to the sofa.

4.96 out of 5 average rating, 113 reviews

Peaceful 3-BR Mountain home w/Fireplace + Hot tub

A wooden walkway leads to the entrance of the house, framed by vibrant pink rhododendron flowers. Tall trees provide a natural backdrop, with dappled sunlight filtering through the leaves, creating a serene outdoor setting.

4.95 out of 5 average rating, 137 reviews

Bear's Mountain Escape

4.89 out of 5 average rating, 107 reviews

The open living area features high ceilings and large windows, allowing natural light to enhance the space. A comfortable seating arrangement includes a sofa and two armchairs, while an adjoining kitchen is visible in the background, equipped with modern appliances.

Home in Nellysford

Mountain Bauhaus | Sleeps 8 | Amenities | Grill

Apartment rentals with a pool

A spacious living area features a wood-burning fireplace surrounded by light-colored walls. A comfortable couch, adorned with a welcoming throw pillow, faces a wooden coffee table. Natural light enters through large windows, offering views of the outdoor greenery.

4.93 out of 5 average rating, 240 reviews

The Modern Mountain Condo

A cozy living room is presented, featuring two plush leather sofas, a coffee table, and a fireplace. Natural light enters through large windows, and decorative accents enhance the warm ambiance. A flat-screen TV sits on a stand, completing the inviting space.

4.98 out of 5 average rating, 194 reviews

Cozy getaway with heated floors

A serene lake scene is portrayed at sunset, with trees lining the shore and colorful reflections on the water. Several boats are anchored at a dock, while a shaded structure offers a view of the calm surroundings.

4.93 out of 5 average rating, 129 reviews

Smith Mountain Lake Getaway

The two-story condo features a warm wood exterior, framed by lush greenery and trees. Wide wooden steps lead to the entrance, giving access to individual balconies that enhance the inviting appearance of the building.

4.96 out of 5 average rating, 334 reviews

Five Minute Walk to Everything!

The exterior of a two-story cabin houses warm wooden accents and large windows. The entrance features a welcoming set of wooden steps leading up to a balcony, surrounded by tall trees, with a concrete pathway leading toward it.

4.94 out of 5 average rating, 240 reviews

Eight Minute Walk to Everything

A cozy living area features natural stone accents around a wood-burning fireplace. A small dining table with two chairs is positioned near large windows, allowing ample natural light. Green accent walls enhance the inviting atmosphere, while a comfortable seating area is visible nearby.

4.9 out of 5 average rating, 196 reviews

Tips Up: Cozy Slopeside Retreat w/ Fireplace

4.95 out of 5 average rating, 194 reviews

Ski-in/Ski-out Wintergreen Highlands Condo -Views!

The living area features a spacious gray sectional couch with decorative pillows, a low wooden coffee table, and a patterned area rug. A wood-burning fireplace is situated against a white wall adorned with rustic decor. Natural light enters through large windows.

4.94 out of 5 average rating, 260 reviews

Cozy, clean, quiet mountain condo- King bed

Other holiday rentals with a pool

4.97 out of 5 average rating, 38 reviews

The living area features a spacious couch adorned with colorful pillows, complemented by a cozy armchair. A flat-screen TV displays content options. Natural light streams through the windows, highlighting the warm tones of the room and providing a welcoming atmosphere.

Home in Huddleston

SML Retreat | Pool Table & Kayaks + Lake Amenities

4.97 out of 5 average rating, 68 reviews

A spacious living area features a comfortable sectional sofa centered around a mounted television. Light wood flooring complements the neutral color palette, while large windows allow natural light to fill the room. A dining table with stylish chairs is visible in the background.

Townhouse in Lynchburg

Modern Townhome - 3br 2.5ba - Sleeps 8 - Near LU!

5 out of 5 average rating, 13 reviews

A welcoming living area features a gray sectional sofa and a brown leather couch, complemented by patterned chairs. A wooden coffee table sits in the center, flanked by decorative accents. Natural light filters through large windows, enhancing the open-concept design leading to the kitchen.

Villa in Blacksburg

New 4BR(2 kings) home Near VA Tech

4.91 out of 5 average rating, 11 reviews

Home in Huddleston

Private Dock,Indoor Pool, and Hot Tub

A vibrant sunset casts shades of orange and pink across the sky, reflected in the calm waters of Smith Mountain Lake. Dock spaces are visible extending into the lake, framed by silhouettes of nearby trees and distant hills.

5 out of 5 average rating, 72 reviews

Charming Lakefront Condo at Bernard's Landing

5 out of 5 average rating, 24 reviews

A bright living room is presented with a large sectional sofa, accompanied by a coordinating armchair and soft, textured throw. A wall-mounted TV above a contemporary fireplace provides a focal point. Sliding glass doors invite natural light and offer access to an outdoor space with views.

Apartment in Huddleston

Lakefront Condo at Mariner's Landing on SML

5 out of 5 average rating, 10 reviews

A serene lakeside view is captured during sunset, with colorful clouds reflecting in the calm water. Boathouses are situated along the shoreline, framed by lush greenery, creating a peaceful atmosphere for relaxation.

Apartment in Huddleston

Hook, Wine & Sinker

Superhost

A spacious balcony is furnished with comfortable turquoise seating and a glass table. The view overlooks the lake, with clear skies and fluffy clouds in the background. The architecture features smooth tiles and a ceiling fan, ensuring a relaxing outdoor experience.