Holiday rentals with a pool in Madison Heights

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Top-rated rentals with a pool in Madison Heights

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

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Top guest favourite
A glass of white wine is positioned in the foreground, capturing the warm hues of a sunset. The sun's golden rays reflect off the wine, while silhouettes of trees and distant mountains create a tranquil backdrop in the evening sky.
Apartment in Wintergreen Resort
4.99 out of 5 average rating, 269 reviews

Panoramic Sunsets, Mountain Views, Private Deck.

Wake up above the mountains and end your day with unforgettable sunset views some of the best on the mountain. Sunset Vista Villa is a cozy retreat designed for slowing down, morning coffee on the deck, evenings by the fire. With two private bedrooms, each with its own en-suite bathroom, its perfect for couples or friends. Easy entry with just a few steps, yet elevated views make this stay both convenient and special. Ask us about early check-in or late check-out to enjoy even more of the view

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
4.82 out of 5 average rating, 388 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!

Top guest favourite
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.
Apartment in Moneta
4.99 out of 5 average rating, 382 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

Top guest favourite
Home in Wintergreen Resort
4.97 out of 5 average rating, 121 reviews

Cliffs Edge -A Contemporary Mountain Home

An open floor plan with high ceilings and large skylights, this amazingly engineered home will stun you with its incredible mountain views! This spacious home, with its cantilevered decks, makes this perfect for any family. The large upstairs loft, adjacent to the upstairs bedrooms, offers movies, games, puzzles, and comfortable seating. Wi-Fi, Netflix, and Samsung Smart hub give plenty of entertainment options. The spacious living area and dining room have abundant seating for all.

Top guest favourite
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
4.96 out of 5 average rating, 234 reviews

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.

Superhost
A private furnished patio features a cozy seating area with light-colored cushions on a dark frame sofa. A wooden coffee table sits in front, accented by a woven rug. The surrounding greenery adds a natural backdrop, creating a peaceful setting for relaxation.
Apartment in Wintergreen Resort
4.93 out of 5 average rating, 201 reviews

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.

Top guest favourite
A vibrant sunset casts warm hues across the sky, viewed from a covered outdoor area. The scene includes a fenced swimming pool and expansive green fields in the background, indicating a serene outdoor space perfect for relaxation.
Flat in Forest
4.92 out of 5 average rating, 132 reviews

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.

Top guest favourite
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
4.97 out of 5 average rating, 116 reviews

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!

Guest favourite
Chalet in Lovingston
4.85 out of 5 average rating, 310 reviews

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.

Guest favourite
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
4.9 out of 5 average rating, 122 reviews

Mountain Bauhaus | Sleeps 8 | Amenities | Grill

Welcome to your newly decorated and upgraded home in the Blue Ridge Mountains at Wintergreen Resort! A bright and welcoming feel will let you settle in and relax in no time. This space is perfect for families, groups, couples, and adventurous souls who want to explore the mountains or take in the beautiful mountain scenery. Please be sure the read below for Wintergreen Resort Amenities rules and accessibility during your stay.

Top guest favourite
A bright game room features a blue pool table at the forefront, surrounded by a variety of games like foosball and air hockey. Comfortable seating is arranged near large windows, allowing natural light to fill the space. Tall bar stools add extra seating options.
Home in Nellysford
5 out of 5 average rating, 102 reviews

Game Room+Screen Porch+King Beds+Hot Tub on 151

Luxury meets location at this spacious golf-course retreat—minutes to Nelson 151’s vineyards, breweries, and hiking. Fun for adults & kids with garage game room, board games and books. Enjoy summer fun with screened porch, BBQ, lawn games, and gas fire pit. Great layout for groups and families. 2 King beds, 1 Queen, 2 Doubles. EV charger Community pool access Discounted weekly/monthly stays, and just 35 mins to UVA.

Top guest favourite
Flat in Lynchburg
4.87 out of 5 average rating, 198 reviews

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

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 £37 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!