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Madison Holiday Rentals

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Holiday Rentals in Madison

Spacious Retreat with Outdoor Firepit & Large Deck

9.6 out of 10, Exceptional, (28)
"This is a super nice place that is spacious, clean and comfortable.I would highly recommend!"
The price is AU$434
includes taxes & fees
16 July - 17 July
Spacious Retreat with Outdoor Firepit & Large Deck

Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

9.6 out of 10, Exceptional, (4)
"Loved it, clean and as described, great farm."
The price is AU$173
includes taxes & fees
28 July - 29 July
Moonshine Glamping Cabin near Old Rag Mountain in Shenandoah National Park

Historic Madison Eagle Inn

10.0 out of 10, Exceptional, (7)
"Loved the location, we were in town for a Wedding at Reinback Barn. Very clean and loved the bed and linens!"
The price is AU$452
includes taxes & fees
21 July - 22 July
Historic Madison Eagle Inn

Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park

2.0 star property
10.0 out of 10, Exceptional, (9)
"This place was amazing and Ruth was so kind and amazing as well. Beautiful area and very peaceful. Will definitely be coming back again ! "
The price is AU$352
includes taxes & fees
16 July - 17 July
Peaceful cottage in farmland - close to Luray, Shenandoah River & National Park

Newly renovated entire guest suite in Orange County.

10.0 out of 10, Exceptional, (42)
"Myla was such a wonderful hostess. She shared cucumbers from her garden with us. This place was like a home away from home. Cozy and had everything you need. We stayed here 5 nights. My dog loved trying to hunt the squirrels. And the flowers smelled amazing when you stepped outside every morning. I highly recommend staying here. "
The price is AU$231
includes taxes & fees
16 July - 17 July
Newly renovated entire guest suite in Orange County.

2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville

The price is AU$395
includes taxes & fees
16 July - 17 July
2-bedroom cottage in beautiful near Skyline Drive, Massanutten & Charlottesville

Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK

10.0 out of 10, Exceptional, (1)
"Perfect place for our quick getaway! Walking distance to the river and a short drive to stores and the caverns. The cottage was filled with all necessary amenities. Strongly recommended for anyone with kids and Pups "
The price is AU$479
includes taxes & fees
16 July - 17 July
Families Paradise with walkable river access, playground, fire pit, BBQ, dogs OK

Peaceful Mountain Hideout | Luray Charm

2.0 star property
10.0 out of 10, Exceptional, (3)
"The stay was beautiful. Beautiful scenery and great for families with pets. Awesome rental property!"
The price is AU$481
includes taxes & fees
28 July - 29 July
Peaceful Mountain Hideout | Luray Charm

Rustic Reserve: Vineyard Retreat

2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was wonderful. "
The price is AU$367
includes taxes & fees
16 July - 17 July
Rustic Reserve: Vineyard Retreat

Barn Apartment on Farm Near Old Rag and Shenandoah National Park

10.0 out of 10, Exceptional, (1)
"We enjoyed our stay on the farm. Check in was easy, Jen was very accommodating and a wealth of information about the hikes and other things to do in the area."
The price is AU$319
includes taxes & fees
31 July - 1 Aug
Barn Apartment on Farm Near Old Rag and Shenandoah National Park

Charming Family Getaway Near Wineries & Skyline Drive; Sleeps 4; Short Stays OK

10.0 out of 10, Exceptional, (12)
"Easy check in and great description. Good location near Shenandoah National Park."
The price is AU$296
includes taxes & fees
21 July - 22 July
Charming Family Getaway Near Wineries & Skyline Drive; Sleeps 4; Short Stays OK

Pond View (Second bedroom at extra cost)

9.4 out of 10, Exceptional, (13)
"We throughly enjoyed our stay!! Nice and quiet! Peaceful setting."
The price is AU$266
includes taxes & fees
24 July - 25 July
Pond View (Second bedroom at extra cost)

Shenandoah View Mountain Escape

2.0 star property
9.2 out of 10, Wonderful, (5)
"Incredibly beautiful home and views. We really enjoyed our stay and wish we had more time there. We highly recommend it! "
The price is AU$1,155
includes taxes & fees
23 July - 24 July
Shenandoah View Mountain Escape

“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

10.0 out of 10, Exceptional, (32)
"Beautiful, serene location for the perfect weekend getaway! "
The price is AU$499
includes taxes & fees
19 July - 20 July
“The Suite”. at Chase Cottage - Private Entrance! Luxury accommodations.

The Filling Station - Rm. 107

10.0 out of 10, Exceptional, (9)
"The room was beautifully decorated. The restaurant had a great menu and good food. The views from restaurant and room were breathtaking. Definitely recommend staying here!!"
The price is AU$307
includes taxes & fees
16 July - 17 July
The Filling Station - Rm. 107

Old Wash House - Rm. 104

10.0 out of 10, Exceptional, (7)
"Wonderful view and great location. Enjoyed dinner and breakfast."
The price is AU$307
includes taxes & fees
16 July - 17 July
Old Wash House - Rm. 104

Empty Bottle Saloon - Rm. 209

10.0 out of 10, Exceptional, (7)
"We loved our stay here. Everything was great and this was the perfect location for our son’s wedding. The staff was so helpful and amazing. They went above and beyond for us."
The price is AU$307
includes taxes & fees
16 July - 17 July
Empty Bottle Saloon - Rm. 209

Lodge Room 110 - The Zen

9.8 out of 10, Exceptional, (9)
"Another great stay at the lodge. Rooms always clean and staff are so welcoming and helpful."
The price is AU$307
includes taxes & fees
16 July - 17 July
Lodge Room 110 - The Zen

Empty Arms Parlor - Rm. 208

10.0 out of 10, Exceptional, (7)
"Everyone was very professional, courteous, helpful, and pleasant to work with. The lodge and the rooms were exquisitely decorated and very clean. The food was amazing. All around experience was top-notch."
The price is AU$308
includes taxes & fees
28 July - 29 July
Empty Arms Parlor - Rm. 208

Lodge Room 109 - Grandma`s Kitchen

8.8 out of 10, Excellent, (5)
"Our 50th class reunion was held at Lydia Mountain lodge. The setting, accommodations, and service were all superior. The views are amazing from the back decks! Our room, Grandma's Kitchen, was cozy and comfortable. Kudos to the staff who oversaw our meals and reunion functions!"
The price is AU$307
includes taxes & fees
16 July - 17 July
Lodge Room 109 - Grandma`s Kitchen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay. Madison is known for its mountain views.

What are some of the best holiday rentals that Madison has to offer?

Mountainside Villas at Massanutten by Tripforth: This holiday home rental outside of Madison is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. Amenities such as kitchenware and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as an outdoor tennis court. Another good choice for your trip to Madison is Old Rag View Horse Farm with Log Lodge and Treehouse.

How many holiday rentals will I find in Madison?

With 18 Expedia holiday rentals, you're guaranteed to find just the right place for your Madison stay.

What can I see and do in Madison?

Shenandoah National Park and Rapidan River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Early Mountain Vineyards and Lawrence Beasley Park.

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a small group gathering.