Holiday Homes in Plymouth

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Featured Holiday Homes in Plymouth

Our top choices for Plymouth holiday homes

Deluxe One bedroom Queen Suite with outdoor heated pool 203

9.4 out of 10, Exceptional, (9)
"Condo was clean & well furnished. Only stayed one night after a visit to Quechee, Woodstock, and area."
The price is AU$270
includes taxes & fees
24 Aug - 25 Aug
Deluxe One bedroom Queen Suite with outdoor heated pool 203

RoundTop Chalet- Hot Tub, Grill, Hiking!

RoundTop Chalet- Hot Tub, Grill, Hiking!

Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

2.0 star property
10.0 out of 10, Exceptional, (1)
"Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. "
The price is AU$854
includes taxes & fees
24 Aug - 25 Aug
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.

Two Queen Bed Standard Hotel room with outdoor heated pool 201

8.6 out of 10, Excellent, (12)
"Our room was easy to find and very clean. And the late check-in was very helpful."
The price is AU$248
includes taxes & fees
24 Aug - 25 Aug
Two Queen Bed Standard Hotel room with outdoor heated pool 201

107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

8.0 out of 10, Very good, (6)
"The check in process was so easy, our room was clean and had everything we needed. We would definitely stay here again"
The price is AU$267
includes taxes & fees
7 Sept - 8 Sept
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

Sleep Woodstock - 2 Double Beds - Dog Friendly

10.0 out of 10, Exceptional, (1)
"The property is exactly as represented. It’s super clean. Comfortable beds. Bathrooms are updated and nice. It’s right across from a beautiful river and close proximity to quaint downtown Woodstock or nearby Killington. Felt safe and homey. Great communication from property owner. Would recommend! "
The price is AU$299
includes taxes & fees
31 Aug - 1 Sept
Sleep Woodstock - 2 Double Beds - Dog Friendly

Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

9.0 out of 10, Wonderful, (2)
"Our family had the best time staying here. The home was spacious and gave our two young children plenty of room to roam and explore. It was also close enough to the main road where everything was accessible but also isolated enough where you feel like you're getting away. Erin was great about answering any questions and making sure our stay was comfortable. We'd definitely return here!"
The price is AU$711
includes taxes & fees
25 Aug - 26 Aug
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Okemo's Back Room - in the heart of the village on the shuttle route!

9.6 out of 10, Exceptional, (14)
"Perfect location. Charming place to stay. Very clean. Great view of the creek."
The price is AU$593
includes taxes & fees
25 Aug - 26 Aug
Okemo's Back Room - in the heart of the village on the shuttle route!

Hot Tub | Firepit | Dog-Friendly | Golf | Foliage

8.0 out of 10, Very good, (1)
"Place was nice a cozy. Had a minor issue that was communicated quickly and resolved."
The price is AU$1,056
includes taxes & fees
26 Aug - 27 Aug
Hot Tub | Firepit | Dog-Friendly | Golf | Foliage

Luxury Condo Tucked in the Heart of Killington

The price is AU$458
includes taxes & fees
8 Sept - 9 Sept
Luxury Condo Tucked in the Heart of Killington

Whimsical Room & Private Bathroom in Historic Inn

8.8 out of 10, Excellent, (9)
"After a long month of work I needed a weekend in VT to calm the nerves. This was a beautiful spot to be in, glad I was here!"
The price is AU$245
includes taxes & fees
1 Sept - 2 Sept
Whimsical Room & Private Bathroom in Historic Inn

The Carol - 10 minutes to Okemo & Newly Renovated- NEW SAUNA SEPT 2025!

10.0 out of 10, Exceptional, (6)
"Check in and check out were incredibly easy, house decor was eclectic upscale, beds were super comfortable. Thank you Chris! Would definitely stay here again"
The price is AU$470
includes taxes & fees
2 Sept - 3 Sept
The Carol - 10 minutes to Okemo & Newly Renovated- NEW SAUNA SEPT 2025!

Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails

10.0 out of 10, Exceptional, (2)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
The price is AU$857
includes taxes & fees
25 Aug - 26 Aug
Ski/MTB Home with Mountain Views near Killington/Woodstock/Green Mountain Trails

Breakaway House: Renovated Killington Duplex, Unit A. Close to Resort.

7.6 out of 10, Good, (4)
"Great location, clean and quiet."
The price is AU$719
includes taxes & fees
24 Aug - 25 Aug
Breakaway House: Renovated Killington Duplex, Unit A. Close to Resort.

The Grizz- AC, Pool, Sauna, Gym, Near Resort

10.0 out of 10, Exceptional, (4)
"Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. "
The price is AU$676
includes taxes & fees
25 Aug - 26 Aug
The Grizz- AC, Pool, Sauna, Gym, Near Resort

Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

8.0 out of 10, Very good, (2)
"Great place for a ski weekend"
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!

9.8 out of 10, Exceptional, (7)
"Very cozy and had all the essentials we needed for our trip! Check in and check out were easy, and it was perfect for our winter trip. It's a short drive to Okemo, which is super convenient - would definitely stay here again!"
The price is AU$454
includes taxes & fees
25 Aug - 26 Aug
Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole

2.0 star property
10.0 out of 10, Exceptional, (5)
"Great home, a stones throw from one of the best kept secrets in Vermont…Dan and Holly were very responsive, have a beautiful home that’s bigger than what I thought based on the listing.We love the ski mountain right there - perfect for intermediate and beginner skiers. My kids loved it!!"
The price is AU$1,254
includes taxes & fees
26 Aug - 27 Aug
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole

Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

9.4 out of 10, Exceptional, (16)
"We celebrated my sister's 80th birthday at Blueberry Hill. It was very quiet, pleasant and perfect for our family."
The price is AU$804
includes taxes & fees
8 Sept - 9 Sept
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

BruinsDen- Hot Tub, Foosball, Mountain Views

9.6 out of 10, Exceptional, (14)
"Great house. Had a wonderful stay. Not easy to directly access trails when adjacent trail is closed. It requires a longer hike. But this would be easier in peak season. Hot tub is a plus at the end of a ski day. "
The price is AU$1,146
includes taxes & fees
25 Aug - 26 Aug
BruinsDen- Hot Tub, Foosball, Mountain Views
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 Plymouth Hotel Reviews