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Compare 541 Vacation Homes in Madison with updated reviews, rates, and availability.

Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (142)
"The staff was friendly helpful and fishing was great! "
Massanutten Resort by Tripforth
Mountainside Villas at Massanutten by Tripforth
3.5 star property
9.0 out of 10, Wonderful, (266)
"Price was fair and enough room for our family"
Mountainside Villas at Massanutten by Tripforth
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (186)
"We had great time during July 4th weekend, perfect weekend getaway and be close to Wildlife and nature "
Massanutten's Woodstone Meadows by Tripforth
The House in the Holla at the foot of Shenandoah National Park
9.8 out of 10, Exceptional, (27)
"This was the perfect house to stay in while visiting Shenandoah National Park. Only a short drive from one of the entrances, it made our day trips to the park much more manageable (with a baby and two dogs!). Loved the trees and the stream behind the house. Also, we forgot a few things after we left and were told immediately by the host, who offered to ship them for us. SO kind and appreciated. Overall, 5 stars. Thanks for a wonderful visit to your beautiful state. Will recommend to...
The price is ¥18,701
¥38,139 total
includes taxes & fees
Oct 1 - Oct 2
The House in the Holla at the foot of Shenandoah National Park
Massanutten's Regal Vistas by Tripforth
3.5 star property
8.6 out of 10, Excellent, (48)
"The location is nice and not far to travel to from my home "
Massanutten's Regal Vistas by Tripforth
Dukes Den at Massanutten Resort (formerly The Bonnie Retreat)
10.0 out of 10, Exceptional, (147)
"We have a group of 6 friends who have been getting together for a long golf weekend in the Shenandoah Valley for 29 years. We discovered the Massanutten Resort for accommodations 8-10 years ago, but the house that we had been renting wasn't available this year. We were delighted to find Dukes Den and even more delighted with the stay. We will certainly try to stay there again next year and would highly recommend it to others (just not our week, lol)!"
Dukes Den at Massanutten Resort (formerly The Bonnie Retreat)
Screened Deck with Smoker! Pet Friendly, Shuffleboard *Free Resort Passes
9.6 out of 10, Exceptional, (16)
"This is a lovely home the host is extremely helpful any questions I had I got immediate response with great hospitality it was really nice. My family really enjoyed our stay. Quiet community close to all Massanutten attraction especially the water park over all it was great definitely would book again."
Screened Deck with Smoker! Pet Friendly, Shuffleboard *Free Resort Passes
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
9.6 out of 10, Exceptional, (162)
"Had another wonderful stay at the farmhouse. You can't beat the scenery, sunsets over the Shenandoah River with the mountains in the backdrop. You can canoe, fish, swim, hike right on the property. Lots beautiful trees and wildlife. Thank you Nina for being a great host and sharing this with our family!"
Riverfront Farmhouse with Mountain Views, Hot Tub, Fireplace, Screen Porch, WIFI
Pet Friendly Massanutten Resort Home, Fireplace, Game Room, and Free Access to Select Resort Amenities!
8.8 out of 10, Excellent, (34)
"Love the property for everything it was so quiet and relaxing. The house had everything you needed. We did bonfires in the back. The resort itself has so much stuff to do. It was overall a very happy vacation definitely will come back."
Pet Friendly Massanutten Resort Home, Fireplace, Game Room, and Free Access to Select Resort Amenities!
Secluded Zen River Retreat
9.8 out of 10, Exceptional, (13)
"Lots of property space and very peaceful. Our dog loved to exploring the area. A lovely space for a couple. good for a couple and had good amenities."
The price is ¥25,174
¥39,559 total
includes taxes & fees
Oct 2 - Oct 3
Secluded Zen River Retreat
Shenandoah Fall Family Retreat: 4BR Resort Home w/ 2 Ensuite Kings, Fire Pit
10.0 out of 10, Exceptional, (20)
"The house is beautiful, just as described. I’ve never stayed at a better stocked house, the kitchen has everything you need. Did you forget something, the upstairs closet has all the little things and was very thoughtfully put together. The beds were very comfortable, we had a wonderful long weekend here,, and will definitely be back …."
The price is ¥29,298
¥71,580 total
includes taxes & fees
Sep 26 - Sep 27
Shenandoah Fall Family Retreat: 4BR Resort Home w/ 2 Ensuite Kings, Fire Pit
Hot Tub! Spacious & Relaxing! Child/Dog Friendly! Close to all the Fun!
9.8 out of 10, Exceptional, (28)
"Clean, well appointed home with everything needed for a great, relaxing stay."
Hot Tub! Spacious & Relaxing! Child/Dog Friendly! Close to all the Fun!
6BR ¦ 5 King Beds ¦ Bunk Room with 2 Bunks ¦ 8 Bathrooms ¦ Pool Pass!
10.0 out of 10, Exceptional, (4)
"The place was absolutely beautiful all pictures look exactly like the home. Had an issue with my SUV asked host about a mechanic he gave me 3 different ones "
6BR ¦ 5 King Beds ¦ Bunk Room with 2 Bunks ¦ 8 Bathrooms ¦ Pool Pass!
Cozy place near Shenandoah National Park, Luray Caverns & 30min to Massanutten!
10.0 out of 10, Exceptional, (6)
"Great host. Easy communication. Accommodating. I left a personal item behind and the host was sure to get it back to me! Townhouse as pictured. "
The price is ¥22,872
¥53,572 total
includes taxes & fees
Sep 24 - Sep 25
Cozy place near Shenandoah National Park, Luray Caverns & 30min to Massanutten!
NEW! Game Room-Fireplace-FREE Resort Rec Passes!
9.2 out of 10, Wonderful, (7)
"The house was perfect for our extended family. The host provided plenty of kitchen items as well as extra toilet paper, bathroom and kitchen soaps, soap for the dishwasher and washing machine as well as all the linens. We have rented many houses in the past and never had a sharp knife in the kitchen but this one did. The free passes for activities at the resort was an added bonus. Very clean as well as stocked. The only suggestion is for the host to update the binder with current information."
NEW! Game Room-Fireplace-FREE Resort Rec Passes!
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
10.0 out of 10, Exceptional, (354)
"Amazing experience. Host was friendly and a great person with whom to work. The house was beautiful. We had a terrific time playing ping pong in the fantastic gameroom. We.are alreadyooking forward to our next visit.,"
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
Hot Tub*Resort Rec Included*Pets*Games
9.6 out of 10, Exceptional, (8)
"It was good over all but the under the pull out bed and the bed was drity and trash underneath. The deck railing need to be fixed very lose and screws are coming out .we had to go out and buy hornet's spray they were every where outside and two got in the house. "
Hot Tub*Resort Rec Included*Pets*Games
Cozy Firepit, Dog-Friendly, Access to Resort Amenities, & Private Game Room!
9.0 out of 10, Wonderful, (14)
"The house was nice. Slight cigarette odor and my dog found a cigarette wrapper in the house. The dogs next door constantly barked all morning. Liked the area."
Cozy Firepit, Dog-Friendly, Access to Resort Amenities, & Private Game Room!
Rugby Road Residential -RRR- near UVa and downtown
9.8 out of 10, Exceptional, (16)
"Perfect home base for visiting UVA ( < 1 mile from stadiums, university, shopping) . Apartment was very comfortable, well stocked, organized and immaculate. Neighborhood and surrounding gardens were beautiful. Owners are very responsive. We will be back!"
The price is ¥17,262
¥33,871 total
includes taxes & fees
Sep 30 - Oct 1
Rugby Road Residential -RRR- near UVa and downtown
Waterfront Oasis!! Ready to Make a Splash?
9.8 out of 10, Exceptional, (29)
"We booked a few days away before kids started to head off to school. The house was PERFECT—beautifully appointed, extraordinary views, amazing privacy—the bedrooms were lovely, with lux linens, the kitchen was well stocked and the living spaces were perfect for a family with a big dog. The game room and second full living space on the lower floor were a treat. We rented a boat and were able to tie off at the home’s dock to load up for the day on the lake. The kayak and paddle board were a very...
Waterfront Oasis!! Ready to Make a Splash?
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Other property types in Madison

Old Rag View Horse Farm with Log Lodge and Treehouse
10.0 out of 10, Exceptional, (145)
"Our extended family - and our Golden Retriever - had a great stay on this picturesque 90-acre horse farm with stunning views. The house is amazing - 3 ensuites, 1 bedroom with a bath that doubles as a hall bath, a large “group” bedroom with 3 beds - plus a separate tree house with full bath that also sleeps six to eight people. This property ideal for large groups. The well-appointed kitchen with double ovens, double dishwashers and huge space is a gourmand’s delight. The home also has a washer...
Old Rag View Horse Farm with Log Lodge and Treehouse
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (186)
"We had great time during July 4th weekend, perfect weekend getaway and be close to Wildlife and nature "
Massanutten's Woodstone Meadows by Tripforth
Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (142)
"The staff was friendly helpful and fishing was great! "
Massanutten Resort by Tripforth
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.