
Vacation 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.

Nashlife Retreat WLK toBROADWAY w/Gym& Heated Pool
Welcome to The Nashlife Retreat! A stylish 1BR Luxury SUITE centrally-located in downtown Nashville and walking distance to Broadway & all other local attractions. We are: 0.2 miles from Music City Center 0.4 miles from Bridgestone Arena 0.4 miles from Country Music HOF 0.7 miles from Broadway 1.3 miles from Nissan Stadium 6.8 miles from Nashville International Airport Pool, Grills, 24hr Gym! On-site PAID parking available in our secure gated garage for $35 per night upon request.

Artisan Retreat | Rooftop Pool + Views | Walkable
★ "Tastefully decorated, comfortable, clean, and offers balance and harmony." ➪ Breathtaking city views ➪ Resort-style rooftop saltwater pool* w/ fire pit + BBQ + dining ➪ Sky lounge w/ poker + pool table ➪ Walk Score 90 (Walk to cafes, dining, shopping) ➪ Custom-built oversized sofa bed ➪ Gym w/ yoga + cycling studio ➪ Secured parking → 1 car ($25 nightly) ➪ 520 Mbps wifi ➪ Private conference room available to reserve upon request 1 min → Music City Convention Center 5 mins → Broadway+Ryman

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 ✈

Historic Gem: 4 BR with POOL, walk to all hotspots
Welcome to your Nashville Oasis in the heart of Five Points. This beautifully renovated four-bedroom historical home is in the city's most walkable neighborhood, surrounded by world-renowned restaurants and bars. Enjoy a heated saltwater pool, a fire pit, grill out with friends, relax on the front porch as the world strolls by. You're just a 5-minute Uber to Broadway. This home offers modern amenities, a fun bunk room, and the perfect blend of city excitement and tranquil neighborhood living

KING, Rockn' Retreat, 4 Blocks 2 Broad, Cozy Stay!
<b>HELLO THERE, DARLIN'!</b> Welcome to SoBro Station, a vibrant urban retreat in the heart of Music City, just a short walk from iconic sites like Country Music Hall of Fame, the Ryman, Honky Tonk Hwy, Music City Center, Johnny Cash Museum, Nissan Stadium, & more! Sip a flavored coffee on the sunlit balcony, lounge in the plush King Bed, enjoy 5-Star amenities. After a night on the town, chill in a romantically-lit space overlooking Nashville's downtown lights. Kick off those boots & relax!

Relax on the River, Close to the Action, Downtown
Walk EVERYWHERE!!! Hip 1st Avenue with peaceful views of the Cumberland River in the heart of the city. Close to Broadway, Downtown, Nissan Stadium, Sounds Stadium, Historic Germantown, the Farmers Market and so much more! You’ll love my place because of the location, the coziness, and the views. My place is good for couples, solo adventurers, and business travelers. Check out my other condo below: Copy, paste & search the following title ⤵ The Rad Pad on 2nd Ave ✦ Downtown Nashville ✦ NEW!

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.

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 👰♀️🤵💍***

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 !

Private Downtown Penthouse with Rooftop Pool!
Unwind in this beautiful downtown Nashville penthouse suite! This complex is located walking distance from Broadway, the Bridgestone arena, and convention center. The complex offers amenities including a saltwater pool on an open rooftop deck, a lounge with panoramic views of the city, and a fully equipped gym! The unit is isolated on the top floor, so you can enjoy privacy to spend time with family and friends, or use our in unit workspace!

Skyline Stunner | Mins to Downtown, Pool & Hot Tub
Meet your new Nashville vibe. Dip in the year-round heated pool, soak in the hot tub, lounge by the fire pit, and catch skyline views from the rooftop that totally deliver. Just minutes from Broadway, this multi-level pad is your own private city oasis—made for good energy, great photos, and even better memories! Book your stay and discover why we’re one of Nashville’s top-rated Airbnbs—trust us, the hype is real! 🤠

2 Blks to Bdwy | Corner Condo | Gym | Pool | King
We welcome y'all to our corner condo in the heart of downtown. Enjoy floor-to-ceiling windows, a private wraparound balcony and an open layout with room to spread out. Your comfort is our priority. We provide all the amenities you need to feel at home. ★ Check in: 3pm ★ Check out: 10am - NO EXCEPTIONS ★ Please read the full listing below for FAQs on parking, check-in/out, and the space.
Popular amenities for Madison rentals with a pool
House rentals with a pool

Family Lake house W/Pool minutes from downtown

New Downtown Mid-Rise Condo with Heated Pool

The Oasis *Walk to Downtown Nashville* Pool/Spa!

Luxury Studio in Downtown Nashville, TN

Private Pool! Hot Tub! Fire Pit! 10 Beds!
Esperanza Resort walk 2 downtown

Nashville Home w/ Pool Near Downtown & Airport

Quiet Home w/ Pool, Hot Tub, Fire Pit, Near Lake
Condo rentals with a pool

WALK TO BROADWAY-DOWNTOWN-KING BED-GYM-PARKING

Downtown Riverfront | Pool & Walkable to Broadway

Walk to Broadway-Rooftop Pool-Views-Secure Parking

Broadway/Action/!st Ave/Prime

Stay Downtown | Walk to Broadway | Rooftop Pool

River & Blues-Downtown, Parking, Pool, River Front

Pool, Downtown, Walk to Honky Tonks, King Bed

Music Row Comfort at Downtown*Gulch*Vandy
Other vacation rentals with a pool

Lakeshore Living- guest studio

The Atomic Inn * Country Escape w/ Pool

!NEW! Pool, Pizza Oven, Movie Theater

• “Skyline Views Upscale Penthouse Near Broadway

Private Heated Pool in East Nashville

Music Row, Pool, Rooftop Deck, Balcony, Gym

Cozy & Stylish Loft | Midtown

Bespoke Design | Central, Free Parking, 24hr Gym
When is the best time to visit Madison?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $152 CAD | $154 CAD | $227 CAD | $228 CAD | $232 CAD | $266 CAD | $260 CAD | $210 CAD | $177 CAD | $173 CAD | $177 CAD | $185 CAD |
| Avg. temp | 4 °C | 6 °C | 11 °C | 16 °C | 21 °C | 25 °C | 27 °C | 27 °C | 23 °C | 17 °C | 10 °C | 6 °C |
Quick stats about vacation rentals with a pool in Madison

Total vacation rentals
Explore 500 vacation rentals in Madison

Nightly prices starting at
Madison vacation rentals start at $69 CAD per night before taxes and fees

Verified guest reviews
Over 2,820 verified reviews to help you choose

Family-friendly vacation rentals
260 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
280 properties have a dedicated workspace

Wifi availability
500 of Madison vacation 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
Destinations to explore
- Rentals with a patio Madison
- Boutique hotels Madison
- Waterfront rentals Madison
- Rentals with a fireplace Madison
- Pet-friendly rentals Madison
- Hotel rooms Madison
- Apartment rentals Madison
- Resort rentals Madison
- Cabin rentals Madison
- Rentals with lake access Madison
- Rentals with a firepit Madison
- Rentals with outdoor seating Madison
- Condo rentals Madison
- Rentals with a hot tub Madison
- Private suite rentals Madison
- Rentals with breakfast Madison
- Smoking-friendly rentals Madison
- Fitness-friendly rentals Madison
- Guesthouse rentals Madison
- House rentals Madison
- Rentals with an EV charger Madison
- Family-friendly rentals Madison
- Townhouse rentals Madison
- Rentals with a washer and dryer Madison
- Rentals with pools Nashville
- Rentals with pools Davidson County
- Rentals with pools Tennessee
- Rentals with pools United States
- Music Row
- Bridgestone Arena
- Nissan Stadium
- Vanderbilt University
- Nashville Shores Lakeside Resort
- Ascend Amphitheater
- Nashville Zoo at Grassmere
- Bicentennial Capitol Mall State Park
- Country Music Hall of Fame and Museum
- The Parthenon
- Radnor Lake State Park
- First Tennessee Park
- Percy Warner Park
- Shelby Golf Course
- Tennessee Performing Arts Center
- Arrington Vineyards
- Frist Art Museum
- Adventure Science Center
- Old Fort Golf Course
- Golf Club of Tennessee
- John Seigenthaler Pedestrian Bridge
- The Club at Olde Stone
- Cedar Crest Golf Club
- Cumberland Park




