Family-friendly holiday rentals in Madison, Nashville

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Top-rated family-friendly rentals in Madison, Nashville

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Guest favourite

Home in East Nashville

4.95 out of 5 average rating, 506 reviews

Remodeled 1928 Guesthouse with a Pool in Five Points

Climb a ladder to a secret loft in a dreamy white-on-white room and get the feeling of sleeping in a cloud. There's plenty of space to spread out on polished white floors, including a full kitchen and dining table big enough for entertaining guests. The home is permitted via Nashville Metro permit # 2/0/1/8/0/0/3/8/4/2 House has access to salt water pool from April - October. The pool is heated April - May and September - October. Relax by the pool and soak up the Nashville sun. The cottage is minimally furnished with locally sourced furniture and filled with one of a kind art I've collected from my travels. Fully equipped kitchen with small balcony overlooking pool. Open Studio feel, with vaulted ceilings, with a handmade wooden ladder leading to the Queen Loft Space. One King Size bed with one Queen size bed in the loft space. Sofa is also cozy and great for sleeping. All bedding provided. One full sized shower and bathroom with an old vintage trough sink. The ceilings are vaulted with thoughtful wood working throughout. This gives the space a very relaxing, romantic feel. You can utilize the kitchen to cook for yourselves. Turnip Truck, our local grocery, is within walking distance or you can rent bicycles on 10th street and cycle down. Don't forget to stop at our local wine store, Woodland Wine, for some amazing vino to go with your meal. You can also walk to other wonderful restaurants in the neighborhood if you don't feel like cooking. After dinner make sure to stroll around our charming neighborhood filled with beautifully restored homes and shops. It's as if you stepped out of a different time period. East Nashville has become a local gathering place for artists, restauranteurs, and neighborhood families. It is a wonderful, eclectic neighborhood filled with heart and personality. Our cottage is within walking distance of many of the local hot spots. East Nashville has been featured as a culinary and style destination by the likes of GQ, The New York Times, and Travel and Leisure. The cottage is very close walking vicinity (5 min) to: Barista Parlour Marche/Margot Edley's BBQ PRB Butcher Bar 308 Five Spot (Incredible Intimate Venue) Crying Wolf Bar Tree House Lockland Table Dino's Public House Atta Boy I Dream of Weenie Five Points Pizza Burger Up Basement East (Local Venue, Great music) Woodland Wine Shop Turnip Truck We are within a mile from: Two Ten Jack Jeni's Ice Cream Eastland Cafe Rosepepper Cantina Wild Cow Vegetarian Pharmacy Burger Mas Tacos Back Alley and street parking. Fenced in back yard. Explore and fall in the love with Nashville like we did when we moved here four years ago! It is a beautiful city: filled with romance, honky tonk's, one of kind music, and delicious food. Guest access Guests will have house to themselves. Ammenities include: WIFI Cable TV Fully Equipped Kitchen Back Yard with access to salt water pool - April thru October Fire Pit Cable TV Alarm Code Walkable to Five Points and local restaurants Guests have access to the backyard with salt water pool. My family does use the pool as well in the summer however we will be respectful when guests are in the cottage. You can access the cottage from the back alley and park behind the house. You access the cottage from the gate. I like to give guests space....however am available if they need anything. Feel free to text me. 323.632.6813 The guesthouse is in the heart of the Five Points neighborhood in historic East Nashville. It's a walkable area just five minutes from downtown. Walk to bars and restaurants, and rent a bike to tour nearby Shelby Park. Lots of Uber’s and Lyft’s available in the neighborhood.

Guest favourite

Chalet in Madison

4.99 out of 5 average rating, 158 reviews

Valentino's Retreat

Come enjoy "The best of both worlds". After filling your day with the action of the city retreat to the fresh country air and serenity of this chalet style home. Relax on the 1000 square foot deck and take in the best view in town! Sitting on a 63 acre private gated farm on the outskirts of Nashville in the town of Goodlettsville, home of the little league baseball champions of 2012. We are within walking distance of the largest antique district in Tennessee. Rivergate mall, grocery stores and every desired restaurant, historic landmark or shopping experience awaits you within a 5 mile radius. Named after our beloved black and white paint horse "Valentino" who lived to the ripe old age of 30 and reigned over these acres till early 2013. Newly remodeled "Valentio's retreat was once the "early days" home of the iconic Kris Kristofferson. It is loaded with all the comforts of home and some extras! The decor celebrates the spirit of Nashville with music business memorabilia that is from the owner Dana's personal collection. It is 13 miles from downtown Nashville. This is a peaceful place for a relaxing get away. It is NOT A PARTY HOUSE. Facilities and features King bed Sofa bed roll away 1bathroom 4 bar stools for dining Stove or oven Fridge with ice maker Freezer Microwave Toaster Coffee maker with a limited supply of coffee and sugar Dishwasher Hand, dish and dishwasher soap provided Washing machine laundry soap and dryer sheets provided Clothes dryer Iron Cleaning services during stay at extra cost Blender Local guides Alarm clock 2 TV's Comcast/Xfinity cable DVD player Internet access Wi-Fi available Hair dryer Ironing board Ceiling fans Central heating Air conditioning Linen provided Towels provided Hand soap and bath soap Paper towels provided Books Outdoors Mountain views Water views BBQ Patio Balcony or terrace Grill Secure parking Deck Outdoor dining Suitability 2 night minimum with a discount for a 1 week booking Long-term stays (over 1 month) will consider We are available for as much or as little interaction that our guest would want. Great neighborhood with several antique stores, major grocery stores, lots of restaurants local and major chains. Historical sites and parks. You will need your own transportation. Parking is provided at the cottage.

Guest favourite

Guest house in East Nashville

4.95 out of 5 average rating, 471 reviews

Wayside Cottage (East Nashville)

With over 400 5-star reviews, Wayside Cottage is nestled in the quiet, tree-lined Rosebank neighborhood and is near Shelby Park & Greenway trail system. [NOTE: May 2024 - a house is being built 2 doors down and there is some construction noise M-F at 7am. Expected to be finished in mid - late May.] Enjoy nearby eateries, pubs, independent shops, live music, microbreweries, coffee shops, etc. Just 2 mi from bustling 5 Points in East Nashville, 10 mins from downtown, and 12 mi from the airport.

Guest favourite

Home in East Nashville

4.88 out of 5 average rating, 459 reviews

Private 2 bdrm carriage house close to everything.

2 bedroom with additional sleeping in living area. Minutes from downtown. Quiet neighborhood in East Nashville. Close to stadium (3 miles). Very private with luxury bedding and blackout curtains. Grocery, Pharmacy, Liquor and Bus at the end of the block. Walking distance to coffee shop, restaurants and bars. Property has it's on drive. Pet fee is $15/pet per day with a $25 minimum. Service animals need to be disclosed [prior to booking and documentation of certification may be required.

Guest favourite

Home in East Nashville

4.94 out of 5 average rating, 580 reviews

Ryman Retreat in East Nashville

10 minutes to Downtown. 10 minutes to The Opry. In heart of E. Nashville close to many bars, restaurants, breweries & music venues. Great for gathering of friends, business travelers, conference attendees. & families alike. Private & Modern 1,000 sq. ft. apartment. Clean & comfortably sleeps 5. Full kitchen, large walk-in shower, washer & dryer. Toiletries & Towels. Covered outdoor patio with bench swings & picnic table. Wooded backyard. Fire pit. Walking distance to greenway. Pet friendly.

Guest favourite

Rental unit in Nashville

4.92 out of 5 average rating, 133 reviews

Honky Tonk Haven

Experience Nashville like the locals do! We welcome you to our private, spacious apartment that feels like the country even though you’re in the city. It’s set in a very historic music neighborhood on beautiful green acreage. Centrally located and just 8 miles to downtown and 7.9 miles to the Grand Ole Opry. Restaurants and music just down the road. Close to several major highways yet still quiet and peaceful. The spirit of Music City is definitely present in this high frequency space!

Guest favourite

Townhouse in Nashville

4.93 out of 5 average rating, 198 reviews

Cozy/Private Award Winning home by Opryland & Opry

Stay in our clean, cozy, private townhouse near The Grand Ole Opry and Opryland Hotel and Convention Center. Newly updated living room. The home is only 1.5 mi from Opryland Convention center, 12 Minutes from downtown, and only 10 min from the BNA airport. There are 2 Golf courses and a Greenway nearby with walk/bike trails. Located in a safe, quiet neighborhood. Our number one priority is that you have a clean and comfortable stay. We want to ensure you have a great stay!

Guest favourite

Guest suite in East Nashville

4.98 out of 5 average rating, 327 reviews

Clean & Classy in Nashville-Fantastic Reviews

Rick Shelton Rentals is your premier vacation rental in Nashville, TN. If you truly want the “Nashville” experience, check out this convenient, clean, comfortable, and spacious home away from home. All new Samsung Smart TVs. Conveniently located near the Grand Ole Opry, Opry Mills Mall, downtown Nashville (Country Music Hall of Fame, Bridgestone Arena, Music City Center), vibrant east Nashville, Music Row, and minutes from the Nashville International Airport (BNA).

Superhost

Cottage in East Nashville

4.86 out of 5 average rating, 457 reviews

Cool Two-Bedroom Cottage in E Nashville

Cozy, renovated home with two plush, new beds. Two min from Ellington Pkwy for quick access to East Nashville 5-Points, Downtown, or Opryland area. Private parking and full amenities. Awesome long-term rental. Great quiet neighborhood, all needs within 1 mile. Quick and easy access to downtown, and always an Uber within minutes. Can perfectly host two couples, a small group, or a family. Uber to downtown Broadway area is 10 minutes. 7 minutes to Opry Area.

Guest favourite

Barn in Goodlettsville

4.98 out of 5 average rating, 281 reviews

The Barn at the Farm-Social Isolation at its best!

Adorable studio apartment located in the loft of a century-old barn in the heart of the hills of Goodlettsville. Located behind an 18th century farmhouse on a rural 25-acre farm, the barn is conveniently only 10 minutes from I-65 and, with no traffic, is a little over 30 minutes from Downtown Nashville. This quaint, secluded spot is the perfect jumping-off spot for your stay in Middle Tennessee! Please note that this is strictly a pet-free property.

Guest favourite

Barn in Hendersonville

4.92 out of 5 average rating, 260 reviews

The Barn

The Barn is close to Restaurants, Shopping, Grocery Stores, Parks, Banks AND close enough (w/in 25min) to All Things Downtown Nashville...Nissan Stadium (Titans, Concerts, ect), Bridgestone Arena (Preds, Concerts, ect), Schermerhorn Symphony Center (concerts, events), and much more... But you will love The Barn because of the quiet location. It is at the end of a dead end road on a secluded hill but less than 5 minutes off the highway.

Guest favourite

Rental unit in Hendersonville

4.89 out of 5 average rating, 195 reviews

Fleming and John's private basement apartment

Let recording artists and long-time Nashville residents, Fleming and John, be your next hosts! You will love the retreat-like feel of their funky, retro-modern home where you will enjoy your own apartment with a private entrance. But best of all... it is conveniently located one mile from the interstate so you can be anywhere you need to be quickly, and it's only 15 minutes from downtown Nashville!!! .