
Holiday rentals with a pool in Madison Heights
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Madison Heights
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Hottub Ski InOut Renovated Chalet Lower Tyro Slope
Completely renovated, 3 BR/2BA chalet, located on Lower Tyro slope, just below Tequila. Rustic decor, fully stocked kitchen, high end appliances, granite counters. Open floor plan, walls of windows, mtn views. Beautiful stone fireplace, ample comfortable seating. 2 main floor Masters, each w/King bed, TV, luxurious bedding. Loft is a dedicated kids space: 2 sets of bunks, daybed w/trundle, TV & PS4. Gas grill, 6 person hot tub. Perfect ski home to host 2 Families, or a romantic couple's getaway.

151Escape | 5☆ Group Fun! Game Room/Bar/Deck/4kTVs
Enjoy mountain adventures with friends & family at this beautiful & newly renovated 5 bedroom mountain house ideally located in Virginia Wine Country at Wintergreen Resort’s Stoney Creek valley area. This amazing home features: - 75” & 55” 4k TVs - Fully equipped, live edge wet bar & bar countertop - Professional Ping Pong table - Deck with views, firepit & grill Just minutes from skiing, golf, hiking, wineries, breweries, apple-picking and other adventures the area offers all year long!

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!

Lovingston Get-Away Lovingston, VA
Guesthouse for ADULTS ONLY/ NO kids/pets located in Lovingston, VA. There are wineries, breweries, and distilleries. We have the Wintergreen Ski Resort. The Music Festival in October. Crabtree Falls and Humpback Rock for hiking. In Nelson Co., the Blue Ridge Parkway and Skyland Drive began. Nearby is UVa's Rotunda, Monticello, Appomattox, DC, Schuyler (the Waltons). Nelson hosts peach and apple festivals each year. The beautiful foliage to be seen in the fall and winter snowy mountains.

Private Pool Opens April 1 - All Year Hot Tub
Experience the Blue Ridge Mountains and country life of central Virginia and enjoy everything Nelson County has to offer. The Cottage on the Knoll is a comfortable 3br/2bth that’s centrally located in Nelson County, offering the perfect mix of modern comfort and country charm. The Nelson 29 and Nelson 151 craft beverage trails await you, while plenty of hiking, fishing, and mountain views will appease any outdoor recreation lover or nature enthusiast, making it the perfect getaway.

1 bedroom condo, close to hikes & breweries & pool
Cozy 1BR Wintergreen condo 🌳 🌄 Close to scenic hikes, local breweries and wineries. The resort village, and mountain-top market, just minutes away. Enjoy a fully stocked kitchen, premium coffee and teas, cooking oils and spices. Relax after a day outdoors 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 or cool off in the heated community pool.

Tiny Cabin in a Country Forest
Far removed from the road and any city noise, our cabins are nestled in-between pastures full of horses and cows, within an easy walk of a healthy creek and fishing pond. Between our breathtaking sunsets and our add-on options (horseback riding, wagon rides, hiking, fishing, a free petting zoo, etc.), there's not much that can beat the value of our facility. You get privacy without isolation, outdoors without "roughing" it, and all within an easy drive of Smith Mountain Lake.

Spacious Waterfront House for the perfect getaway
Our house is located on the wonderful Smith Mountain Lake. The community around the house gives more than just a place to vacation, it also provides a place to cherish. Whether you want to enjoy scenic views, get wet in the water, or just enjoy good music and great people, our house allows you to do it all! Kayaks and paddleboards for use during stay. **Max 8 guests per local STR rules and all vehicles, boat trailers, etc must be on property, no street parking allowed. **

Large apartment w private pool / availability.
Beautiful, large 2 bedroom apartment with stunning sunset views. Full kitchen with Keurig Coffee, microwave, oven/stove, toaster, and refrigerator. The large family room has seating for 11 while you watch cable TV. Please NO SMOKING on these premises. Swimming pool MAY be available. The pool is our families, but it often works out that my guests can use it. You must communicate your wishes and we will see it's availability. An outdoor grill is available.

Secluded Mountain Cabin + Trails & Firepit 12 ppl
Escape to a secluded mountain retreat in Lovingston, VA with 3BR + Loft, a spacious living area, and a private pool. Set beside 800 acres of hiking trails, this rustic yet comfortable home offers a Weber grill, fire pit, Sonos sound system, and fast WiFi. Relax by the pool, gather around the fire, or explore nearby wineries, breweries, and Charlottesville. Perfect for families, groups, and nature lovers seeking peace and adventure in the Blue Ridge.

Peaceful Cottage
Wineries, Cideries and Breweries close by. Convenient to Nellysford, Wintergreen and all Charlottesville has to offfer - 3mi Walton’s homestead. Sightseeing, Beer and Wine trail, and Historical Landmarks Very close to the James River Runners tubing and canoeing activities. Old town of Scottsvilles is 9miles away and there is River Rafting company and plently of local eating and a brewery.Pet friendly & fee Type of pet &size requested

Central location! 2 miles to LU! Downstairs suite
Welcome home to our spacious basement studio.Beautiful 3 story town home in premier Lynchburg community. There is a mini fridge, microwave, Keurig and other amenities to make your stay with us as comfortable as staying in your own home! Located directly off of Hwy 460. Convenient to Liberty University, 2.2 miles, Lynchburg College,4.6 miles, Wards Road restaurants, 2.1 miles and Wards Crossing shops, 2.1 miles.
Popular amenities for Madison Heights rentals with a pool
House rentals with a pool

Winton Place | Private Pool +Tennis Court

Game Room + Hot tub in Wintergreen for summer fun

Basic Pet Friendly Whole Home w/ Fireplace

Home Away from Home - Relax, Recharge & Have Fun

"Hook, Wine, and Sinker"- gorgeous lake views

Welcome to Winny's

Lake Stardust - Condo with pool ! Pet friendly

Ski & Stay at Wintergreen | Hike, Hot Tub, Firepit
Apartment rentals with a pool

Eight Minute Walk to Everything

Lakefront Condo at Mariner's Landing on SML

Hook, Wine & Sinker

Beautiful condo W/great views & a sleeper sofa +2

WELCOME TO MARINER'S LANDING AT BEAUTIFUL SML

Lakefront Condo Resort - Amazing Views & Amenities

Bridgewater Pointe Waterfront Condo

Cute condo with pool
Other holiday rentals with a pool

SML Retreat | Pool Table & Kayaks + Lake Amenities

Stunning Views, Hot Tub, Impeccable Design

One Particular Harbor at Smith Mountain Lake

Cozy Contemporary Comfort Studio SML,VA

Cozy base camp for blue ridge adventures

Big Water, WiFi, pool table, pool, boat slip

Smith Mountain Lake condo with breathtaking views!

Beautiful Waterfront Condo at Smith Mountain Lake
Quick stats about holiday rentals with a pool in Madison Heights

Total holiday rentals
Explore 20 holiday rentals in Madison Heights

Nightly prices starting at
Madison Heights holiday rentals start at $64 SGD per night before taxes and fees

Verified guest reviews
Over 360 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Madison Heights holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Madison Heights rentals

4.9 Average rating
Madison Heights stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with pools Amherst County
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- Rentals with pools United States
- Smith Mountain Lake State Park
- Wintergreen Resort
- Cardinal Point Winery
- Blenheim Vineyards
- Frontier Culture Museum
- Devils Backbone Brewing Co Basecamp
- Amazement Square
- Liberty Mountain Snowflex Centre
- Virginia Horse Center
- National D-Day Memorial
- Natural Bridge State Park
- Virginia Museum of Transportation
- Taubman Museum of Art
- James River State Park
- Mill Mountain Star
- Percival's Island Natural Area
- Explore Park
- Appomattox Court House National Historical Park
- Mill Mountain Zoo




