Holiday rentals with a pool in Madison

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Madison

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

%{current} / %{total}1 / 1
Top guest favourite
Two light-colored armchairs are positioned near large floor-to-ceiling windows, offering views of the city skyline. A round woven table sits between the chairs, accompanied by a decorative lamp and a small plant. Natural light fills the space, enhancing its modern design.
Apartment in Downtown Nashville
4.98 out of 5 average rating, 278 reviews

Broadway Bliss-Penthouse-Walkable-Pool-Lux Lounges

★"I have stayed at numerous Airbnbs and Abby was the most responsive and friendliest host I’ve ever had!" ~Penthouse w/breathtaking city views ~Prime location in the heart of Downtown Nashville ~Perfect for special occasions or small groups (sleeps 4) ~Secure, reserved parking* ($25 nightly) ~Rooftop pool ~Lux workspaces+lounges ~Modern fitness center, yoga, & cycling studio ~Fully equipped/stocked kitchen 1 min→Music City Convention Center 5 mins→Broadway+Ryman 10 min→Nashville Airport/BNA ✈

Guest favourite
A private pool area is surrounded by lush greenery and features a shimmering blue pool. Sun loungers sit along the edge, while a shaded seating area with an umbrella provides a space to relax. A hammock is visible in the background, inviting comfort.
Barn in Hendersonville
4.86 out of 5 average rating, 259 reviews

Hendersonville Homestead

After spending several years living in the heart of Nashville, we bought this nearly 3 acre property as newlyweds and have dreams of turning it into a mini-farm some day. We love having the space and quiet and want to share it with you! This AirBNB is a small, one-bedroom apartment attached to our workshop behind our main house. Our guests can enjoy the quiet space including a full kitchen, dining area, living room, and patio area. The pool is open from May-October with a few rules/hours.

Top guest favourite
An open living area features a spacious sectional sofa adorned with decorative pillows. A wooden coffee table is centered on a herringbone floor, while a dining table is positioned nearby. The kitchen, equipped with modern appliances, is visible in the background, enhancing the inviting layout.
Home in Mt. Juliet
4.99 out of 5 average rating, 236 reviews

Carriage House On Lake sleeps8

Kick back, relax, and enjoy your lake vacation or get some quiet time if here on work, in our custom Carriage House on our very private property Built completely separate from the main house next door. The 3 acre property is situated in a private deep water cove on Old Hickory Lake and has a large Saltwater Pool 50'x20' with shallow end 1' for 1st 10' , gazebo, Hot tub & gym access! Fully equipped kitchen, 100% cotton sheets + mattress/pillow protectors. **Open to Elopements 👰‍♀️🤵💍***

Top guest favourite
A cozy bedroom features a spacious bed adorned with a dark blue and white patterned blanket. Bright yellow pillows provide a pop of color against a backdrop of leafy wallpaper. Large windows are framed by dark green curtains, allowing natural light to illuminate the space.
Apartment in Edgehill
4.96 out of 5 average rating, 168 reviews

Gulch Condo with Spacious Patio

Step into a one-of-a-kind urban retreat with this stylish loft, complete with a spacious patio and an unbeatable location just steps from everything you need. This industrial-chic space boasts soaring ceilings and a fully open layout, blending bold design with cozy comfort. Think textured crocodile wallpaper, vibrant green plants, and eclectic touches that spark creativity—perfect for an unforgettable escape. Luxury meets personality here, offering you a stay that’s as unique as you are.

Top guest favourite
The townhouse's exterior showcases a welcoming entrance with a vibrant red door flanked by two stylish chairs. Lush greenery and well-maintained shrubs frame the entryway, contributing to an inviting curb appeal. Natural light brightens the facade, enhancing its architectural features.
Home in Nashboro Village
4.98 out of 5 average rating, 212 reviews

Quiet/Luxury Townhouse on Golf Course!

1,216 square feet. Spacious, quiet, safe Townhouse located on The Nashboro Golf Course. Stunning view of hole #2 along with pool and access to course. Guests will have the entire house to themselves. Close proximity to: Nashville Airport, Opryland Hotel / Opry Mills Mall, Grand Ole Opry, and 20 mins to Downtown.. This location can accommodate business travelers as well as couples or individuals looking for a home away from home while in Nashville! 1 mile from Kroger and restaurants.

Superhost
A cozy living area is equipped with a fireplace and a flat-screen television on a light-colored cabinet. Open shelving displays decorative items, with a painting of a city skyline above the mantel. Comfortable seating arrangements invite relaxation.
Home in Hendersonville
4.82 out of 5 average rating, 108 reviews

Family Lake house W/Pool minutes from downtown

Super Hosts invite you to reserve your stay at this beautiful ranch style lakefront home. Located just minutes from downtown Nashville. A perfect vacation for your family, multiple families, family reunions, celebrations or just relaxing and enjoying the best of both worlds. Enjoy the pool (open Memorial Day thru Labor Day, depending on weather) or lake, shopping, great dining and kick off your heels on Broadway. We do require the purchase of insurance offered by Airbnb.

Guest favourite
An open living area features high ceilings with exposed beams, showcasing two blue sofas and a yellow chair. A wooden coffee table and vintage side table complement the design. A large TV is mounted on the wall, and Nashville decor adds a local touch.
Apartment in Watkins Park
4.94 out of 5 average rating, 175 reviews

Historic Loft | 2mi to Broadway | On-Site Speakeas

* On-Site Speakeasy, The 1865 Club (Restaurant/Bar) * Free Wi-Fi * SmartTV with Roku * In-unit washer/dryer * Pet-friendly (pet fee $50, 1 dog only) * Free gated parking * Outdoor dip pool (Mid-May - Mid-Sept) * Outdoor kitchen: 2 gas grills, bar & refrigerator, dining tables, 4 TVs, and a fire-pit (this area is open year-round—cleaned weekly off-season Oct - April) * Sky-View Observation Deck * Fitness Center * K-Cup Coffee Maker * Spa Toiletries * Premium Linens

Top guest favourite
A tranquil outdoor area features a swimming pool lined with lounge chairs and umbrellas. Nearby, a hot tub is set against a backdrop of greenery, creating a serene space for relaxation. The property includes two separate buildings with inviting architectural details.
Guest suite in Edgefield Historic District
4.98 out of 5 average rating, 338 reviews

Oasis in the East Just a Block From Five Points Area

DAVIDSON COUNTYSTRP#2018075308 Cozy up in the stone-lined hot tub or take an afternoon swim in the pool. Beautiful historic East Nashville neighborhood, 50+ eateries & bars within blocks. Walkable to Broadway, Nissan stadium, Bridgestone Arena, the riverfront and the Ryman. Come recreate Jessie and Deacon’s kiss from “Nashville”, Season 6, on the front porch where it was actually filmed. Feel free to reach out for any assistance, we hope you enjoy your stay !

Superhost
A modern living area features a spacious green sofa and a comfortable blue accent chair. A mid-century styled coffee table is positioned in front of the sofa. Natural light enters through large windows with blinds, illuminating a flat-screen TV displaying the Netflix logo.
Flat in Downtown Nashville
4.84 out of 5 average rating, 365 reviews

Downtown Nashville, TN / 3 Blocks Off Broadway!

Just a block to Bridgestone Arena and Broadway bars and restaurants! Can walk to everything Nashville has to offer! Country Music Hall of Fame, The Ryman Auditorium, The Johnny Cash Museum, all of the honky tonks, Enjoy our resort-style pool with grills, fire-pits, a gazebo and yard games in our courtyard. You're also free to enjoy our gym, sky lounge with patio and a collective/quiet workspace that is located off the lobby. STR Permit#2018071745

Guest favourite
A spacious living area features an oversized sectional sofa with light blue accent pillows. A wooden coffee table is positioned at the center, holding two white cups on a teal placemat. A colorful patterned rug covers the floor, and a wooden wall with 'Nashville' decor adds character.
Apartment in Downtown Nashville
4.95 out of 5 average rating, 130 reviews

The Drift | Downtown | Views | Free Parking | New!

Walk EVERYWHERE!!! Hip 1st Avenue with peaceful views of the Cumberland River in the heart of the city. Located in downtown Nashville, this condo is close to the Broadway Strip, Nissan Stadium, Sounds Stadium, Historic Germantown, Brooklyn Bowl, the Farmers Market and so much more! You’ll love my place because of the location, the coziness, and the beautiful views of the water. My place is good for couples, solo adventurers, and business travelers.

Top guest favourite
A comfortable sleeping area features a spacious bed with crisp white linens. Above the headboard, a western-themed painting is framed, surrounded by a collection of hats in various styles. A lamp and a round mirror add functional touches to the space.
Apartment in Melrose
4.98 out of 5 average rating, 361 reviews

Cowboy Chic Condo Near Downtown

Stay at Lonestar, a cowboy-chic studio in Melrose / 8th Ave South—just 2.5 miles from Downtown Nashville and minutes from 12 South. Walk to local restaurants, bars, and shops, then unwind in your top-floor retreat with a private balcony, DreamCloud queen bed, and smart amenities. Seasonal pool access, free parking, and dog-friendly comfort included. ✨ Weekly & monthly discounts (applied automatically) ✨ 👇 Full description below👇

Guest favourite
Apartment in Watkins Park
4.83 out of 5 average rating, 151 reviews

Urban Nashville Escape | 5 Min Broadway | Sleeps 4

Welcome to your luxury Nashville escape in the heart of Music Row! This rustic-chic 1BR retreat sleeps 4 guests and offers the perfect blend of comfort and style. Enjoy access to a pool, modern amenities, and a cozy ambiance just minutes from Broadway and iconic honky tonks. Whether you’re relaxing after exploring local hotspots or soaking in the vibrant Music City vibe, this stylish stay promises a truly unforgettable experience.

Popular amenities for Madison rentals with a pool

When is the best time to visit Madison?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$142 SGD$143 SGD$211 SGD$213 SGD$216 SGD$247 SGD$242 SGD$196 SGD$165 SGD$161 SGD$165 SGD$173 SGD
Avg. temp4°C6°C11°C16°C21°C25°C27°C27°C23°C17°C10°C6°C

Quick stats about holiday rentals with a pool in Madison

  • Total holiday rentals

    Explore 500 holiday rentals in Madison

  • Nightly prices starting at

    Madison holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,970 verified reviews to help you choose

  • Family-friendly holiday rentals

    260 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    250 properties have a dedicated workspace

  • Wifi availability

    500 of Madison holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Madison rentals

  • 4.7 Average rating

    Madison stays receive an average rating of 4.7 out of 5 from guests

  1. Airbnb
  2. United States
  3. Tennessee
  4. Davidson County
  5. Nashville
  6. Madison
  7. Rentals with pools