
Holiday rentals with a pool in Madison
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Madison

Total holiday rentals
Explore 450 holiday rentals in Madison

Nightly prices starting at
Madison holiday rentals start at £37 per night before taxes and fees

Verified guest reviews
Over 2,930 verified reviews to help you choose

Family-friendly holiday rentals
240 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
250 properties have a dedicated workspace

Wifi availability
440 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
Top-rated rentals with a pool in Madison
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

BRAND NEW! 1 mile to Broadway, 2 bdrs, pool, BAR!
This BRAND NEW condo is designed with YOU (our guest) in mind! Conveniently located just over 1 mile from downtown Nashville, this uniquely vibrant condo is one to experience; creative, cozy, historic, fabulous, & funky! Totem poles, local art, outdoor pool, grills, a speakeasy bar in the basement, and free gated parking 6 mins - Downtown Nash (Titans/Preds/Broadway/Ryman) 5 mins - Vandy/Belmont 3 mins - Publix Grocery Store 2 mins - food 1 min - Starbucks!!! Across the Street - Centennial Park
4.91 out of 5 average rating, 161 reviews
Downtown Skyline Penthouse/Sleeps 8
🎵 🎸💃🏼🎵🎸🕺🏼🎵🎸💃🏼🎵🎸🕺🏼🎵 Good times and good vibes await! The Burnham is more than just a place to stay, it’s an experience. With just a short walk to the iconic Lower Broadway with honky-tonks, restaurants, live music, and the airport only 7 miles away, guests love the convenient location. We take pride in being a Superhost for 4 years straight by providing our guests with the southern hospitality TN is known for, as reflected in the listing reviews from previous guests. ⭐⭐⭐⭐⭐
4.82 out of 5 average rating, 215 reviews
Elegant Interior + Private Pool + Foodie Paradise
Our freshly updated 1930s bungalow blends Nashville’s rich heritage with contemporary yet tasteful flair -- the only cliché cowboy kitsch here is the private cowboy tub (and some cool art)! Kick back in the bespoke, cheerful interiors; unwind in the tranquil, private backyard (complete with private karaoke room!); sip coffee on either porch; head to the park for a pickleball battle (we provide gear); or explore any of TEN award-winning culinary destinations less than 100 steps from our door.
4.99 out of 5 average rating, 117 reviews
Homey country studio
Enjoy a cozy escape just 15 minutes from downtown Nashville. This charming retreat features a private entrance, contactless entry, & a beautiful yard with a pool, hot tub, & firepit. Relax on the large patio with an outdoor TV, or cook in the fully stocked kitchen. Whether you're here to explore Nashville or unwind in comfort, this peaceful space is perfect for couples, solo travelers, or small families. PLEASE NOTE: This is a basement studio apartment. Read the full listing for more info.
4.96 out of 5 average rating, 111 reviews
Home Away from Home (w/Theater Room, Pool & Spa)
Experience the charm and tranquility of the countryside in our home, conveniently located just 12 miles from downtown Broadway, 13 miles from Opry Mills Mall, 17 miles from the Airport, 10 miles from Nissan Stadium and 14 miles from Geodis Stadium. The privacy and serene ambiance of this property will allow you to escape the stresses of daily life. This "Home Away From Home" is ideal for large families and groups of friends. Reserve your stay today! Host stay on property separate from Airbnb
4.97 out of 5 average rating, 187 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.
4.85 out of 5 average rating, 278 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 👰♀️🤵💍***
4.98 out of 5 average rating, 296 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.
4.98 out of 5 average rating, 234 reviews
The Oasis *Walk to Downtown Nashville* Pool/Spa!
Escape to one of Nashville’s most unique homes—just a mile from Lower Broadway and a 15-minute walk to Nissan Stadium. This 4BR retreat (8 beds, parking for up to 8 vehicles) is perfect for groups, featuring a Jacuzzi, pool table, shuffleboard, & colorful murals throughout. Step outside to the Oasis, a stunning patio with a gazebo, grill, fire pit, and an 8x15 ft heated swim spa—your private oasis in Music City. Stylish, spacious, and unforgettable, it’s the ultimate Nashville stay!
4.97 out of 5 average rating, 188 reviews
Music City Hideout With Hot Tub and Giant Gazebo
Come Hideout in our cute little apartment with one large bedroom, one smaller bedroom (perfect for a second couple or kiddos), a kitchen and a HUGE backyard! This apartment is situated within walking distance to some great East Nashville bars, restaurants, coffee and brunch spots. Just five miles from downtown Nashville, this space makes a great home base for all of your Nashville adventures. Hot Tub is open year round! We also have a 19year old daughter available for babysitting!
4.87 out of 5 average rating, 241 reviews
ParkView & pool access near Downtown Nashville
Discover a serene getaway in our private guest suite located in an upscale subdivision, just 10 miles from Downtown Nashville. Enjoy a separate gated entrance, scenic views of a city-owned park, and private access to walking paths. Take advantage of the community pool, easy access to Interstate 40, and proximity to the airport. Explore history with a visit to the Andrew Jackson Presidential Home & Museum, only 3 miles away. (The owner resides on the premises.) OWNER OPERATED
4.88 out of 5 average rating, 286 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.
4.82 out of 5 average rating, 124 reviewsPopular amenities for Madison rentals with a pool
House rentals with a pool

Goodwin Oasis
4.96 out of 5 average rating, 115 reviews
Quiet Oasis - Unique, Hip & Homey - 10 mins to DT
4.95 out of 5 average rating, 316 reviews
Historic Gem: 4 BR with POOL, walk to all hotspots
4.95 out of 5 average rating, 599 reviews
Solitude of Music City- Heated Pool-HotTub-FirePit
4.98 out of 5 average rating, 127 reviews
Oasis of Nashville, With a pool and Hot Tub !
4.8 out of 5 average rating, 117 reviews
The Gulch House - Pool + 1 mile to Broadway!
4.92 out of 5 average rating, 153 reviews
Nashville Home w/ Pool Near Downtown & Airport
4.8 out of 5 average rating, 233 reviews
Skyline Social | Private Heated Pool & Hot Tub!
4.98 out of 5 average rating, 205 reviewsApartment rentals with a pool

Bright & Airy Loft Huge Patio, Gym, Pool, Parking
4.96 out of 5 average rating, 209 reviews
1 BR Gulch Retreat Pool, Parking, Private Patio
4.96 out of 5 average rating, 184 reviews
Riverfront Condo: Pool, Walk to Broadwauy
4.92 out of 5 average rating, 330 reviews
Riverfront Condo, Pool, Gym, Walk to Broadway
4.87 out of 5 average rating, 208 reviews
The King’s Quarters @ Spence Manor | Pool | DTWN
4.92 out of 5 average rating, 509 reviews
Cozy-Cool 1BR Condo w/ Pool, Gym, Patio & Parking
4.97 out of 5 average rating, 115 reviews
Modern | Balcony Sunset Views | Walk to Broadway
4.91 out of 5 average rating, 109 reviews
Luxury Condo w/ heated pool&parking
4.78 out of 5 average rating, 436 reviewsOther holiday rentals with a pool

Music City Living
4.99 out of 5 average rating, 138 reviews
4x Superhost! Brenda Lee 2BR Villa | Pool + Hot Tub
4.79 out of 5 average rating, 158 reviews
Glam Speakeasy, Private Photo Booth, Free Parking
4.99 out of 5 average rating, 105 reviews
2BR Corner Unit-Free Parking-Balcony-Heated Pool!
4.9 out of 5 average rating, 237 reviews
The Hotel Not California near downtown and airport
4.98 out of 5 average rating, 202 reviews
Ultimate Retreat! Glam Bar, Broadway, Heated Pool.
4.95 out of 5 average rating, 108 reviews
Come to Nashville to enjoy this beautiful home
4.92 out of 5 average rating, 38 reviews
Hilltop Colonial with views, hot tub & pool
4.94 out of 5 average rating, 67 reviewsDestinations to explore
- Boutique hotels Madison
- Rentals with lake access Madison
- Rentals with a hot tub Madison
- House rentals Madison
- Townhouse rentals Madison
- Waterfront rentals Madison
- Private suite rentals Madison
- Family-friendly rentals Madison
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- Hotel rooms Madison
- Apartment rentals Madison
- Rentals with pools Nashville
- Rentals with pools Davidson County
- Rentals with pools Tennessee
- Rentals with pools United States
- Nissan Stadium
- Vanderbilt University
- Grand Ole Opry
- Belmont University
- Ryman Auditorium
- Bridgestone Arena
- Opry Mills
- Tennessee State University
- Nashville Zoo at Grassmere
- Arrington Vineyards
- The Parthenon
- Radnor Lake State Park
- Bicentennial Capitol Mall State Park
- Lipscomb University
- First Horizon Park
- Country Music Hall of Fame and Museum
- Music City Center
- Ascend Amphitheater
- Beachaven Vineyards & Winery
- Cumberland Park
- Tennessee Performing Arts Center
- Adventure Science Center
- Centennial Park
- Cedars of Lebanon State Park





