Holiday rentals with a pool in James River

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Top-rated rentals with a pool in James River

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
Guest house in Gloucester
5 out of 5 average rating, 163 reviews

Summer Waterfront • Dock, Pool, & Kayaks

A waterfront summer retreat tucked into 10 secluded wooded acres above Bland Creek, perfect for long days and relaxed evenings - Screened porch with water views and cool creek breezes - A Pool is available for rent for private use - Firepit evenings, and true outdoor living - Dock, kayaks, fishing, and direct water access -Outdooring dining options and family-friendly - Immaculately clean and thoughtfully stocked for a seamless stay - Peaceful setting just minutes from downtown Gloucester

Top guest favourite
An aerial view captures a vibrant ski in/out complex at dusk, with lights illuminating the slopes and buildings. The lower section showcases a cozy studio featuring a bunk bed and seating area, complemented by a spacious counter and scenic window.
Apartment in Snowshoe
4.97 out of 5 average rating, 154 reviews

Renovated Ski in/out, pool/hot tub, slps 6, #1105

Renovated Ski In/Out Poolside/View This studio has been re-designed to maximize space. LVP flooring, granite counters, and lots of storage innovations. Queens size bed has drawers & extra stg., a Queen Sleepr & a bunk. Ideal for 2-4 adults or 2 adults & 2-4 kids. Silver Creek has day/night skiing, pool, & tubing. Your season pass is good for ALL slopes at Snowshoe, Western Territory(all black diamonds), & Silvercreek. Take the free shuttle to the Village & Western Territory (little over 2 miles)

Top guest favourite
A historic brick home with a steep roof and decorative chimney stands amid lush greenery. The pathway leads to the entrance, surrounded by manicured lawns and shrubs. The bright blue sky adds a vibrant backdrop to the unique architectural features.
Flat in Charlottesville
4.98 out of 5 average rating, 127 reviews

Private Apt in Historic C'ville Home (Garden Side)

This cozy, newly refurbished, 1 BR/1 Bath, apartment is attached to a historic Charlottesville home. With just a 10 min walk to the Downtown Mall and a short drive to the university hospital/campus, the location is nestled in the heart of C'ville. Special amenities include a Sleep Number bed, fast Wifi, a 50" Smart TV with access to Amazon Prime and Netflix, access to pool use during the summer, and Park Lane street parking. Hand crafted soapstone counters and farm sink, beautiful new tile work.

Top guest favourite
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.
Apartment in Moneta
4.99 out of 5 average rating, 291 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.

Top guest favourite
A charming two-story house features a welcoming front porch with white railings and multiple gabled roofs. The neatly landscaped yard is complemented by a paved driveway leading to a detached garage. Surrounding greenery provides a serene backdrop against the clear blue sky.
Guest house in Farmville
4.98 out of 5 average rating, 319 reviews

BrightEyes Alpaca Retreat Farmville ,Virginia

Separate apartment ABOVE detached garage; Modestly equipped kitchen. KING bed, sitting area,. TV in living room. NO WiFi. Your HOTSPOT works great here. PET FREE indoor/outdoor. *PET FREE/NO pets allowed* , no exceptions. NO smoking (any device/format) on the premises.-posted!! Max 3/No children under 5. Apartment access is thru INDOOR garage stairs;not recommended for individuals with mobility issues. No outside entrance by deck (there are no lights). No EV charging available onsite.

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, 380 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!

Guest favourite
Apartment in Wintergreen Resort
4.96 out of 5 average rating, 185 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.

Top guest favourite
A spacious yurt is surrounded by lush greenery, with trees framing its exterior. The entrance is marked by a set of steps leading up to the door. Natural stone borders the well-maintained pathway, enhancing the connection to the countryside.
Yurt in Afton
4.96 out of 5 average rating, 106 reviews

Mountain View Getaway Yurt

Come enjoy country living in beautiful western Albemarle county. Our yurt is on a 13 acre property on a quiet country road. (My husband and I also have our home about 200 ft away from yurt). The yurt features a relaxing outdoor claw foot tub/shower with beautiful country views. The private bathroom is situated on the deck of the yurt. The pool is a shared space directly behind our home. The wooded part of the property is private with a beautiful walking trail for you to enjoy.

Top guest favourite
A table set for two features a bottle of sparkling beverage and two glasses, accompanied by an elegant plate of appetizers. The backdrop showcases expansive mountain views under a bright sky, enhancing the serene atmosphere of the outdoor dining area.
Flat in Wintergreen Resort
4.97 out of 5 average rating, 118 reviews

Mountain View Nest

From the moment you walk in, this condo offers endless opportunities to relax and retreat. The sweeping mountain views over the back deck provide the ideal setting for a romantic getaway, a girls weekend, or much needed time to recharge. This one bedroom/bathroom unit with a king sized bed, fully stocked kitchen, and artistic decor is located on the third floor of the Ledges. It is the perfect location for those who ski, hike, golf, or taste the flavors from local wineries.

Top guest favourite
An aerial view captures a spacious guest house nestled among trees displaying vibrant autumn foliage. The surrounding landscape features a mix of green and colorful leaves, with an open area visible beside the property. Outdoor amenities are discernible, blending harmoniously with the natural setting.
Guest house in Troy
5 out of 5 average rating, 208 reviews

Beaver Pond Farm - Near Charlottesville

Relax at this unique and tranquil getaway. Sit on the screened in porch and enjoy the sights and sounds of nature while you enjoy a beverage. Visit the Downtown Mall, Monticello, a Winery, a Brewery, or UVA (20 min). Enjoy a dip in the pool (JUN-AUG) or relax by the firepit - perhaps joined by a Great Pyrenees for cocktails. Feel like staying in - SmartTVs with YouTubeTV (which includes local channels) and Gig-speed Internet await. Easy checkout. No cleaning fee.

Guest favourite
An enclosed pool area features a turquoise swimming pool, surrounded by large glass panels that provide views of the outdoor landscape. Two blue lounge chairs are positioned near the pool, creating a calming space for relaxation.
Farm stay in Chesterfield
4.97 out of 5 average rating, 119 reviews

Keystone Acres Farm *Enclosed Heated Pool*

Keystone Acres is located in Chesterfield, VA at a beautiful 1000 acre horse farm. On property we have roughly 60 horses owned by different tenants. The brick farm house in which you will be staying in overlooks one of our ponds & multiple horse barns. We have many "internal" roads here and hope you enjoy the farm views. Our 5 bedroom house is perfect for families or friends who want to have a getaway to "unplug" and experience the country life and each other's time.

Top guest favourite
Apartment in Wintergreen Resort
4.97 out of 5 average rating, 124 reviews

Mountaintop Overlook – Updated 2BR w/ Deck & Views

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!

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