Ludlow Vacation Rentals

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Check prices for these dates

In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19
In three months
Nov 14 - Nov 16

Browse Select Ludlow Vacation Homes

Our top choices for Ludlow vacation homes

Sleep Woodstock - 2 Double Beds - Dog Friendly
Iron/ironing board, travel crib, WiFi, bed sheets

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 $263 total
includes taxes & fees
Aug 25 - Aug 26
Sleep Woodstock - 2 Double Beds - Dog Friendly
Sleep Woodstock - Dog Friendly King Suite
Exterior

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 $281 total
includes taxes & fees
Aug 25 - Aug 26
Sleep Woodstock - Dog Friendly King Suite
Deluxe One bedroom Queen Suite with outdoor heated pool 203
Fridge, microwave, oven, stovetop

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 25 - Aug 26
Deluxe One bedroom Queen Suite with outdoor heated pool 203
Okemo's Back Room - in the heart of the village on the shuttle route!
Interior

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 $174
CA $489 total
includes taxes & fees
Aug 25 - Aug 26
Okemo's Back Room - in the heart of the village on the shuttle route!
Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath
Fridge, microwave, oven, stovetop

Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath

10.0 out of 10, Exceptional, (1)
"We booked this for a last minute trip to Okemo and it was perfect for our group. It is only a couple minutes from Okemo base and a couple minutes from the cute downtown and a supermarket and craft beer store. The host was easy to talk to and extremely available, and very friendly and helpful! The house was in great condition, clean, and updated."
The price is CA $731
CA $1,484 total
includes taxes & fees
Aug 25 - Aug 26
Briggs Ski House | Group Ski Fun | 6 bdrm 4 bath
New Ludlow Village Home with Stunning Okemo Mountain View
Fridge, microwave, oven, stovetop

New Ludlow Village Home with Stunning Okemo Mountain View

10.0 out of 10, Exceptional, (6)
"Beautiful and clean place near Okemo with everything you need. "
The price is CA $371
CA $827 total
includes taxes & fees
Aug 29 - Aug 30
New Ludlow Village Home with Stunning Okemo Mountain View
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Exterior

Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route

9.8 out of 10, Exceptional, (84)
"We had a great stay at this home for a long weekend skiing at Okemo. "
The price is CA $288
CA $592 total
includes taxes & fees
Sep 2 - Sep 3
Beautifully Village Home, Short Walk to Restaurants, Shops, On Shuttle Route
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Fridge, microwave, oven, stovetop

Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle

9.8 out of 10, Exceptional, (101)
"This place was great! Convenient and clean. The beds were soooo comfy! We walked to town for groceries and dined out in town. We were there for a concert at Okemo which was just a few minutes away. We planned on hanging out back at the fire. Unfortunately, it rained so we hung out in the warm and inviting living room with a fire in the fireplace!! "
The price is CA $288
CA $592 total
includes taxes & fees
Sep 2 - Sep 3
Gorgeous Village Home 3 bd, 2 ba Short Walk To Shops, Restaurants, Ski Shuttle
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Interior

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

7.8 out of 10, Good, (50)
"Great condo in great location. Easy walk to restaurants and lifts."
The price is CA $98
CA $333 total
includes taxes & fees
Aug 25 - Aug 26
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!
Interior

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 $223
CA $390 total
includes taxes & fees
Aug 25 - Aug 26
Charming Cavendish Guesthouse NEW SAUNA SEPT 2025!
Ski in Ski out Condo! Pool access
Terrace/patio

Ski in Ski out Condo! Pool access

9.0 out of 10, Wonderful, (2)
"Great location with plenty of space for the whole family. Highly recommend!"
The price is CA $232
CA $725 total
includes taxes & fees
Aug 25 - Aug 26
Ski in Ski out Condo! Pool access
Acres & Views! Firepit, BBQ | Bayley Way Getaway
Terrace/patio

Acres & Views! Firepit, BBQ | Bayley Way Getaway

The price is CA $284
CA $898 total
includes taxes & fees
Aug 25 - Aug 26
Acres & Views! Firepit, BBQ | Bayley Way Getaway
Luxury Condo Tucked in the Heart of Killington
Fridge, microwave, oven, stovetop

Luxury Condo Tucked in the Heart of Killington

The price is CA $126
CA $403 total
includes taxes & fees
Sep 8 - Sep 9
Luxury Condo Tucked in the Heart of Killington
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Fridge, microwave, oven, stovetop

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 CA $236
CA $758 total
includes taxes & fees
Aug 25 - Aug 26
Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub.
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Fridge, microwave, oven, stovetop

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 $214
CA $717 total
includes taxes & fees
Aug 26 - Aug 27
Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Interior

Peaceful oasis, stunning views, less than 10 mins from Woodstock Village

10.0 out of 10, Exceptional, (1)
"Beautiful, spacious, clean, relaxing home and property. Loved it! Would stay here again."
The price is CA $311
CA $647 total
includes taxes & fees
Sep 21 - Sep 22
Peaceful oasis, stunning views, less than 10 mins from Woodstock Village
Sleep Woodstock Mobility Impaired Accessible Suite
Iron/ironing board, travel crib, WiFi, bed sheets

Sleep Woodstock Mobility Impaired Accessible Suite

The price is CA $145
CA $212 total
includes taxes & fees
Aug 25 - Aug 26
Sleep Woodstock Mobility Impaired Accessible Suite
Whimsical Room & Private Bathroom in Historic Inn
Interior

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 2 - Sep 3
Whimsical Room & Private Bathroom in Historic Inn
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Golf

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 CA $142
CA $595 total
includes taxes & fees
Aug 25 - Aug 26
The Grizz- AC, Pool, Sauna, Gym, Near Resort
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
Fridge, microwave, oven, stovetop

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 2 - Sep 3
Mtn View & Hot Tub-Peaceful Property w/ stream-mins to Hiking, Biking, Swimming
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 Ludlow Hotel Reviews

Jackson Gore Village

Jackson Gore Village

10/10 Excellent
"very welcoming respectful staffs who try guests enjoy their stay and to be comfortable inthe resort. As always my favorit place."
Mahdis 1-night trip
Posted 4 days ago
Jackson Gore Village