Holiday rentals with a pool in Madison Heights

4.99 out of 5 average rating, 80 reviews

Home in Moneta

Lake View Farm Retreat -Private Pickleball & Pool

Very private lake front oasis with lots of amenities and WiFi. Beautiful lake view with an in ground heated swimming pool, private stocked pond, walking trail, game room, playground, theater room, basketball court, workout room, and indoor pickleball court. This retreat would be perfect for multi-generational or multi family gatherings. The main house has 3 bedrooms and 3 and 1/2 bathrooms and a bunk room for children. A separate detached space has a bedroom and full bathroom. (8 Adults Max)

Superhost

Home in Wintergreen Resort

4.79 out of 5 average rating, 101 reviews

Mntn View Hot Tub Pool Table Pool Tennis Golf

Sweeping views year round. Contemporary décor with rustic style. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and hiking. 5min drive to slopes. ★3,500sqft on 3 floors ★Hot tub for 8 people ★Sound system ★2-Story vaulted ceiling, gas fireplace, 55” TV ★Movie room: 65” TV, pool table, wet bar, wine fridge ★Dining table seats 10 ★Desk and FAST WiFi ★Roku TV in every bedroom ★Park 6 cars Seasonal outdoor pool/tennis. Resort access not included.

4.98 out of 5 average rating, 246 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.

Apartment in Wintergreen Resort

4.97 out of 5 average rating, 119 reviews

2 bdrm/2 full bath Best Views of Blue Ridge Mtns.

Best View of the Blue Ridge Mountains! Panoramic window views from the great room, dining area and kitchen. If you want to get a closer look step out on the observation deck to see the beautiful mountains and ski slopes (seasonal). Patio furniture is on the deck to enjoy morning sunrises and evening sunsets. All new stainless steel appliances in kitchen, Freshly painted throughout. 2 bedroom 2 bath Lots of activities to do at the Wintergreen Resort all year long. Year round resort activities.

Home in Wintergreen Resort

4.93 out of 5 average rating, 58 reviews

Wintergreen Condo~ 1 Minute To Four Seasons Resort

You're sure to have a blast at this incredible mountain condo! Condo is walking distance to the Wintergreen Resort Ski Lodge, Restaurants, The Market, and much more! This is the only condo neighborhood at Wintergreen that has it's own private outdoor pool. If you are up for a short drive down the mountain; check out the quality breweries, restaurants, distilleries, golf, and other fun activities near by! The Charlottesville area has been named 2023 Wine Region of the Year by Wine Enthusiast!

5 out of 5 average rating, 33 reviews

Apartment in Huddleston

Cute condo with pool

Relax in the efficiency space offering kitchen, queen bed and walk-in shower. The couch pulls out to a queen bed. A few steps from your door is a saltwater pool with views of the lake. Bath/Kitchen towels provided, but NOT SHEETS. Smart TV for streaming and Xfinity high speed internet. NO Boat/Trailer parking at the condo. Parkway Marina charges $10 for the first day and $6 for additional days to put in, take out and park boat/trailer. We are located 2 minutes (.7 miles) from Parkway Marina.

Superhost

Home in Wintergreen Resort

4.86 out of 5 average rating, 107 reviews

Hot Tub Pool Table Dog OK Tennis Golf Shuffleboard

Sweeping views year round. Retreats, romantic weekends or adventurous getaways. Close to wineries, breweries, farmers market, and walking distance to three great hiking trails. Sleeps 16: K, K, Q, 2 DBL,4 twin, 1PO ★Dogs OK ★2,714sqft ★HOT TUB for 7 ★Sound system ★2-Story vaulted ceiling, gas fireplace, 60"TV ★Dining table for 6 + breakfast bar ★Workspace w/ FAST Wi-Fi ★Shuffleboard ★Pool table Seasonal pool/tennis. Resort access not included. Pet fee $150. 8min walk or 3min drive to ski.

4.91 out of 5 average rating, 236 reviews

Dock Holiday at Bernard's Landing

Experience the water and mountain views at spectacular this 1 bedroom, 1 bath top floor corner condo in desirable Dockside section of Bernard's Landing. Guests enjoy all the amenities of Bernard's Landing including 2 outdoor and 1 indoor pool, Basketball, tennis and pickle ball courts,beach area, restaurant, fitness center and marina area with boat rentals. All pools and beach are short walk from the front door. Enjoy stunning views from the walk-out deck in this well-stocked condo.

Apartment in Wintergreen Resort

4.94 out of 5 average rating, 227 reviews

Eight Minute Walk to Everything

This one-bedroom, one-bath condo is centrally located. Ski check-in, restaurants, the mountaintop provisions market, and the Mountain Inn and conference center are all within an 8 minute walk. It's a one-story, downstairs unit that includes a back porch with just a few steps down to the ground. Perfect for taking the dog outside in the pet-friendly space. Full kitchen and dishes, wood-burning fireplace, balcony, and all towels and linens are provided for your convenience. Sleeps 3.

Superhost

4.81 out of 5 average rating, 147 reviews

6/8-6/12 AVAIL Bernards Landing BEST 2B-Next2POOL

⭐️NEW REMODEL -2024⭐️ BERNARDS VACATION PROPERTIES -BOOKBERNARDS-Voted as one of the “BEST PLACES TO STAY” at Smith Mountain Lake- January issue of Laker Magazine IF OUR DATES ARE BOOKED PLEASE SEE OUR OTHER PROPERTIES BEST LOCATION 2 BEDROOM AND VIEWS AT BERNARDS NEW RESTAURANT IN THE RESORT OPEN YEAR ROUND-NAPOLI BY THE LAKE ⭐️5G FAST WIFI⭐️ NEW KING BED-UPGRADED MATTRESS WE NOW HAVE KAYAKS, RACKET BALL, PICKLE BALL, TENNIS RACKETS & BALLS, AND MORE FUN FOR GUESTS TO USE!

4.99 out of 5 average rating, 342 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