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Browse Select Baltimore Vacation Homes

Our top choices for Baltimore vacation homes

Sleep Woodstock - 2 Double Beds - Dog Friendly

10.0 out of 10, Exceptional, (2)
"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 CA $187
CA $262 total
includes taxes & fees
Aug 26 - Aug 27
Sleep Woodstock - 2 Double Beds - Dog Friendly

Lake Front Family Friendly Escape

10.0 out of 10, Exceptional, (3)
"What an amazing place! Very serene, clean and big enough for my family of 5. The hosts thought of everything to make our stay comfortable and memorable. Tough to beat the location! We will absolutely return!"
The price is CA $221
CA $570 total
includes taxes & fees
Sep 8 - Sep 9
Lake Front Family Friendly Escape

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 CA $218
CA $385 total
includes taxes & fees
Aug 26 - Aug 27
Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!

Sleep Woodstock - Dog Friendly King Suite

10.0 out of 10, Exceptional, (1)
"We had an excellent stay, everything was so clean, the room was well appointed and there was even a little communal area with laundry, kitchen, snacks, and shuffleboard. We would absolutely recommend this motel, it’s a gem! "
The price is CA $202
CA $279 total
includes taxes & fees
Aug 26 - Aug 27
Sleep Woodstock - Dog Friendly King Suite

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 CA $206
CA $706 total
includes taxes & fees
Aug 26 - Aug 27
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit

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 CA $228
CA $627 total
includes taxes & fees
Sep 1 - Sep 2
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming

Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 208

9.4 out of 10, Exceptional, (17)
"The space was clean and comfortable, location is perfect and heated pool was great after a day on the slopes!"
The price is CA $183
CA $269 total
includes taxes & fees
Aug 26 - Aug 27
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 208

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 CA $144
CA $218 total
includes taxes & fees
Aug 26 - Aug 27
Two Queen Bed Standard Hotel room with outdoor heated pool 201

Sleep Woodstock Mobility Impaired Accessible Suite

The price is CA $145
CA $212 total
includes taxes & fees
Sep 8 - Sep 9
Sleep Woodstock Mobility Impaired Accessible Suite

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 CA $123
CA $215 total
includes taxes & fees
Sep 1 - Sep 2
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 CA $218
CA $411 total
includes taxes & fees
Sep 2 - Sep 3
The Carol - 10 minutes to Okemo & Newly Renovated- NEW SAUNA SEPT 2025!

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 CA $158
CA $235 total
includes taxes & fees
Sep 7 - Sep 8
107 Deluxe Studio Queen, w/ Sleeper sofa w/ outdoor heated pool

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 CA $160
CA $237 total
includes taxes & fees
Aug 26 - Aug 27
Deluxe One bedroom Queen Suite with outdoor heated pool 203

109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool

8.8 out of 10, Excellent, (10)
"Unit 109, single bedroom queen, was roomy, clean and decorated like a mountain cabin. The porch looked out over a beautiful little stream. Very convenient to Killington, centrally located. Very nice pool. The only inconvenience was the bathroom, which was accessed through the bedroom only, so anyone using the sofa bed in the living room needed to pass through the bedroom to use the bathroom."
The price is CA $183
CA $269 total
includes taxes & fees
Aug 26 - Aug 27
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool

Two Double Bed Standard Hotel Room with outdoor heated pool 101

8.2 out of 10, Very good, (17)
"Room was just right for our 2 day ski trip to Killington. 5 minutes from gondola lift & access to the entire mountain. Plenty of food options close by also. Heated pool was an added bonus! A 12 year veteran was in agreement."
The price is CA $144
CA $218 total
includes taxes & fees
Aug 26 - Aug 27
Two Double Bed Standard Hotel Room with outdoor heated pool 101

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"
The price is CA $303
CA $700 total
includes taxes & fees
Aug 26 - Aug 27
Cozy Vermont House Near Killington and Woodstock. Mountainside. Close to Slopes.

Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

2.0 star property
The price is CA $351
CA $686 total
includes taxes & fees
Sep 1 - Sep 2
Enjoy this authentic and cozy VT Barn with Brand New Hot Tub

WhiSki Cabin - 12 Acres With a Mountain View!

10.0 out of 10, Exceptional, (3)
"We really enjoyed our stay at this home. It had everything we needed and was very comfortable. The countryside around this part of Vermont is beautiful. We found lots of great museums and restaurants. "
The price is CA $745
CA $1,378 total
includes taxes & fees
Aug 26 - Aug 27
WhiSki Cabin - 12 Acres With a Mountain View!

Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209

9.0 out of 10, Wonderful, (12)
"Close to gondola!"
The price is CA $183
CA $269 total
includes taxes & fees
Aug 28 - Aug 29
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209

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 CA $159
CA $470 total
includes taxes & fees
Aug 26 - Aug 27
Okemo's Back Room - in the heart of the village on the shuttle route!
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 Baltimore Hotel Reviews