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Holiday Homes in Monterey

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Featured Holiday Homes in Monterey and around

Our top choices for Monterey holiday homes

Ski-in and out with private HOT TUB in 5 bedroom house with game/theatre room!

9.6 out of 10, Exceptional, (33)
"We had 8 adults and 6 young children under the age of 3 and had an excellent time. Great location, can literally walk out the back door and throw your skis on and hop on Upper Flume. "
Ski-in and out with private HOT TUB in 5 bedroom house with game/theatre room!

Ski-In/Ski Out Townhome w/ Beautiful View w/Hot Tub.

9.8 out of 10, Exceptional, (21)
"Great property, definitely would stay again."
Ski-In/Ski Out Townhome w/ Beautiful View w/Hot Tub.

WALK TO SLOPES. Make memories at Deerwoods, a traditional Mountain Lodge.

2.0 star property
9.6 out of 10, Exceptional, (8)
"Really enjoyed the property and home was well stocked with towels, beverages, etc."
WALK TO SLOPES. Make memories at Deerwoods, a traditional Mountain Lodge.

Lakeside Log Home on Picturesque Private Farm

9.8 out of 10, Exceptional, (69)
"This was the most beautiful place I have ever stayed in the mountains and with having WiFi at the cabin it’s perfect will definitely be coming back"
Lakeside Log Home on Picturesque Private Farm

Architectural marvel w/firepit, hot tub, prime location, lounge & bar rooms!

10.0 out of 10, Exceptional, (26)
"My extended family stayed for a long weekend. Location was excellent. Property was beautiful. We had a wonderful time. "
Architectural marvel w/firepit, hot tub, prime location, lounge & bar rooms!

Luxury Home w/ Mtn Views, 1 Mile to the Homestead!

10.0 out of 10, Exceptional, (3)
"We thoroughly enjoyed our stay in your beautiful home. One drawback is it is a bit challenging for seniors with mobility issues."
Luxury Home w/ Mtn Views, 1 Mile to the Homestead!

Ski In/Out @ Loggers 16 - Private Hot Tub, 3 Kings, PS5, 85" TV, Rec+Gear Rms

10.0 out of 10, Exceptional, (21)
"Three families with teens and tweens had a wonderful time this weekend. We were steps from the slopes and had everything for a comfortable and fun weekend. The three teen boys loved the bunk/gameroom. The hot tub was a great place to warm up after skiing. We will absolutely be back."
Ski In/Out @ Loggers 16 - Private Hot Tub, 3 Kings, PS5, 85" TV, Rec+Gear Rms

Stemwinder 5 - Can't beat the location of this spacious townhome! Sleeps 11!

10.0 out of 10, Exceptional, (16)
"You can't beat the location, directly on the slope, near the Powder Monkey lift. Property was great for 2 families, loved the wood burning fireplace and ski storage at the front."
Stemwinder 5 - Can't beat the location of this spacious townhome! Sleeps 11!

Boards & Bikes—Secluded Luxury Next to the Village (Treetop 29)

10.0 out of 10, Exceptional, (57)
"This place was comfortable and had everything we needed! Owner was quick to answer any question. We really enjoyed our stay!"
Boards & Bikes—Secluded Luxury Next to the Village (Treetop 29)

Shamrock 74 - Ski-In/Out Townhome!

9.4 out of 10, Exceptional, (12)
"perfect ski in and out location for our stay, quick walk to the trail. the accommodations were as listed, well stocked with all the necessary items needed. parking was perfect, right in front of the rental. "
Shamrock 74 - Ski-In/Out Townhome!

Stunning Snowshoe Home | Hot Tub | Pool Table

10.0 out of 10, Exceptional, (4)
"Fantastic property, had everything we needed and more. Will definitely be booking again."
Stunning Snowshoe Home | Hot Tub | Pool Table

Solitude on 172 private acres in Highland County.

10.0 out of 10, Exceptional, (8)
"We wanted scenic views, clean air, and a bit of isolation. Seldom Seen definitely delivered. We truly enjoyed every moment while at this lovely location. Definitely plan to return and highly recommend to those who need some serenity. It was perfect for us as a couples getaway, but has plenty of space for larger groups. "
Solitude on 172 private acres in Highland County.

Hot Tub | Game Room | Bunk Room | No Cleaning Fee

9.4 out of 10, Exceptional, (20)
"My Girl Scout Troop LOVED the bunk room! This was the perfect place for a large group! The kitchen table was huge too and we could have family style meals. Totally recommend! "
Hot Tub | Game Room | Bunk Room | No Cleaning Fee

South Westridge Road 44 - Spectacular 4 Br Home Walk To Shay's Revenge

8.6 out of 10, Excellent, (25)
"It was a great place to stay. The amenities were everything we needed. Being a first time customer the parking situation needed to be explained. I would definitely book again. "
South Westridge Road 44 - Spectacular 4 Br Home Walk To Shay's Revenge

Spacious retreat on Snowshoe Mtn! in/outdoor fireplaces, hot tub, dog friendly!

10.0 out of 10, Exceptional, (27)
"House was in a perfect location! Shuttle was quick and driver was friendly! Views were amazing! "
Spacious retreat on Snowshoe Mtn! in/outdoor fireplaces, hot tub, dog friendly!

3br\2ba Powder Monkey ski in\out - Pet Friendly

2.0 star property
10.0 out of 10, Exceptional, (6)
"Fantastic condo right on the slopes. Very well equipped unit. "
3br\2ba Powder Monkey ski in\out - Pet Friendly

Lands End 4 BR Condo: 5 mins walk to the Village

Lands End 4 BR Condo: 5 mins walk to the Village

PET FRIENDLY COTTAGE 3.5 MILES FROM LAKE MOOMAW!

9.4 out of 10, Exceptional, (31)
"Great place, would stay there again"
PET FRIENDLY COTTAGE 3.5 MILES FROM LAKE MOOMAW!

Newly renovated 2024... Leatherbark 308A

9.6 out of 10, Exceptional, (27)
"We had a great stay with multiple kids and skiing!"
Newly renovated 2024... Leatherbark 308A

Haven is a quiet retreat located in the scenic hills of Monterey, Virginia.

10.0 out of 10, Exceptional, (71)
"House is located in a beautiful"
Haven is a quiet retreat located in the scenic hills of Monterey, Virginia.
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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Top Monterey Hotel Reviews

Find out more about Monterey

Find out more about Monterey

Monterey Holiday Homes information

Number of reviews
474
Accommodation
280 Holiday Homes
Lowest Price
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