Ludlow vacation rentals

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Top-rated vacation rentals in Ludlow

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Mount Holly

4.9 out of 5 average rating, 116 reviews

Newly renovated. Minutes to Slopes & Trails

Healdville Hideaway has 3 acres of rural charm located on the backside of Okemo Mountain. Charm is a plenty in this 1500 SF single story, newly renovated home with views of the mountain & fields full of wildlife. This modern country decorated home provides the perfect comfortable setting for single or multi family enjoyment. The fully functional kitchen is available for making a quick snack or a full meal. The back acreage is perfect for building a snowman or doing a little cross country skiing.

Jun 11 – 18

ﺩ.ﺇ575 per night

Guest favorite

Cabin in Londonderry

4.93 out of 5 average rating, 308 reviews

Stone Fence Cabin

Cute, Cozy & Charming, our rustic, Studio Cabin is on 5 private acres near scenic Gale Meadows Pond in S Londonderry, VT. We are close to Stratton, Bromley & Manchester and you’ll enjoy beautiful scenery and hiking right outside your front door. The Cabin has an open floor plan with a galley kitchen, dining/living area with pullout futon couch & 1 full bathroom. The sleeping loft is accessible by ladder. Our place is a great fit for couples and solo adventurers looking to get away from it all!

Aug 21 – 28

ﺩ.ﺇ383 per night

Guest favorite

Condo in Killington

4.95 out of 5 average rating, 128 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Seeking Adventure? This end unit garden level condo is 6 minutes to Killington AND Pico! Quick access to the Appalachian Trail to ATV, mountain bike, hike, and swim. Relaxing? Work remotely with fast Wi-Fi, hang on the porch swing, or unwind in front of the wood fireplace. Hop in the power adjustable king bed, pull the darkening shades, and turn on the sound machine for restful sleep so you can wake up and do it again! A portion of each stay is donated to local VT nonprofits

Aug 6 – 13

ﺩ.ﺇ366 per night

Superhost

Condo in Ludlow

4.92 out of 5 average rating, 122 reviews

All Season Lovely and Zen Okemo Mt Lodge Condo

Tired of city life and want a fresh breath? Feel the call from nature while also desiring some sporty fun? Come enjoy our lovely and Zen Condo right at the foot of beautiful Okemo! True ski-in/ski-out in the winter. Enjoy your warm ski day lunch by sitting next to the wood-burning fireplace*, while watching all the activities on the slope. In the warm weather, enjoy the beautiful hiking trails and golf course that Okemo offers, as well as water activities at the nearby lakes and rivers.

May 19 – 26

ﺩ.ﺇ381 per night

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 492 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Sep 22 – 29

ﺩ.ﺇ374 per night

Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 586 reviews

Vermont Home Central to Ski Areas-No Cleaning Fees

Comfortable guesthouse located conveniently on US Route 7 near ski areas. Half hour from Manchester Outlet Stores. Near Long Trail/Appalachian Trail, Weston and Dorset Playhouses and miles of scenic country roads. Close to Elfin Lake and White Rocks National Recreation Area.Great for couples, small families, solo adventurers, and business travelers. Queen size bed and full kitchen. Great for overnight stay or week-long vacation to enjoy the beauty of Vermont. No cleaning fees!

Nov 22 – 29

ﺩ.ﺇ514 per night

Guest favorite

Home in Ludlow

4.92 out of 5 average rating, 139 reviews

149 Upper Crossroad Unit A

Renovated in the Summer of 2018, the Townhomes at Clock Tower are a beautiful, spacious year-mountain retreat. It sleeps 8 and has been beautifully appointed, with 2 Family rooms, 3 bedrooms, 2 bathrooms, a large open concept Kitchen, and Dining room with Gas Stove. The kitchen boasts granite countertops, dishwasher, with essentials. A short 5-minute walk to the Okemo Clock Tower Base Lodge, or a weekend/holiday shuttle that stops at the home for those who prefer not to walk it.

Jun 18 – 25

ﺩ.ﺇ365 per night

Guest favorite

Apartment in Weathersfield

4.99 out of 5 average rating, 157 reviews

The Loft at Weathersfield

Close to Okemo, The Loft at Weathersfield, is just 1/2 hour south of Woodstock / Hanover area and 22 minutes from Okemo Mountain. The Loft, is located in a private agricultural setting with easy access to Vermont's best biking, hiking, fly fishing, skiing, and many equine trails. The loft is 900 square feet with a kitchen/dining room, living room, full bath, one bedroom with a queen bed and one twin bed. There is a spacious deck off the kitchen and a car port underneath.

Feb 23 – Mar 2

ﺩ.ﺇ450 per night

Guest favorite

Cottage in Ludlow

4.92 out of 5 average rating, 120 reviews

Ludlow Village Guest Cottage with Prime Location

Renovated one bedroom, one bath guest cottage in Ludlow, Vermont. Prime ski location, 12 houses down from the Mountain Road entrance to Okemo Base Lodge. Anything you need can be found a short walk from the front door including a wide variety of restaurants, shops and bars for Après Ski. Sitting on the weekend and holiday shuttle route to Okemo, its the perfect spot to be! Cottage has a fully equipped kitchen and wifi for your technology needs.

Sep 2 – 9

ﺩ.ﺇ386 per night

Guest favorite

Cottage in Windsor

4.97 out of 5 average rating, 317 reviews

Ogden's Mill Farm

Private guest house situated on over 250 acres, with fully equipped gourmet kitchen and great views of quiet fields and valley. Pond with diving board for swimming in the summer. Giant sledding hill is a favorite of children and adults alike. Trails on property for hiking, xc- skiing, and snowshoeing. 15 mins to Woodstock VT. 45 mins to Killington,Pico and Okemo. Great restaurants and shopping nearby. Hanover and Norwich VT 20 mins.

Nov 24 – Dec 1

ﺩ.ﺇ500 per night

Guest favorite

Condo in Ludlow

4.92 out of 5 average rating, 122 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

Just steps of walk to the amazing Okemo slopes, C Building is the closest property to the A-Quad/B-Quad lift and this building offers convenient parking right downstairs and free wi-fi (dedicated Xfinity modem, no issue video conference). You’ll love this cozy place with hardwood floor and private balcony and sunshine after skiing. Great sun exposure. Fireplace has been updated to electric fireplace starting from 2023-2024 season.

May 18 – 25

ﺩ.ﺇ375 per night

Guest favorite

Apartment in Andover

4.98 out of 5 average rating, 386 reviews

Private Hilltop farm apartment

Our cozy apartment is located on a beautiful hilltop farm with views out from the porch across horse pasture and to the mountains as far away as New Hampshire. There are over 100 acres of field to walk through as well as a mile long trail running down through our property. We are 15 minutes from Chester, Ludlow and Weston. We also have very fast internet!

Sep 11 – 18

ﺩ.ﺇ412 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Ludlow vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Ludlow's top sights

Killarney74 locals recommend

The Hatchery61 locals recommend

Shaw's133 locals recommend

Mr. Darcy's Bar & Grill50 locals recommend

Goodman's American Pie74 locals recommend

Tacos Tacos20 locals recommend

Other great vacation rentals in Ludlow

Guest favorite

Condo in Ludlow

4.95 out of 5 average rating, 167 reviews

Exceptional Village Fireplace Condo On Shuttle Rte

Aug 6 – 13

ﺩ.ﺇ1,105 per night

Guest favorite

Condo in Killington

4.93 out of 5 average rating, 148 reviews

Renovated, w/Covered Parking-Shuttle-Walk to Lifts

Apr 21 – 28

ﺩ.ﺇ388 per night

Guest favorite

Condo in Ludlow

4.95 out of 5 average rating, 109 reviews

Slopeside condo at the base of Okemo-steps to lift

Sep 11 – 18

ﺩ.ﺇ1,053 per night

Guest favorite

Condo in Ludlow

4.95 out of 5 average rating, 115 reviews

Rustic Ski Condo in Historic Mill

Jun 28 – Jul 5

ﺩ.ﺇ1,188 per night

Superhost

Condo in Killington

4.85 out of 5 average rating, 241 reviews

Comfy ski in/out studio at base of Pico-Killington

Apr 24 – May 1

ﺩ.ﺇ380 per night

Guest favorite

Condo in Killington

4.81 out of 5 average rating, 140 reviews

1BR Modern Condo @ Whiffletree Ground Fl Walkout

Aug 20 – 27

ﺩ.ﺇ578 per night

Guest favorite

Condo in Killington

4.94 out of 5 average rating, 152 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Jun 18 – 25

ﺩ.ﺇ364 per night

Guest favorite

Condo in Killington

4.93 out of 5 average rating, 181 reviews

Newly renovated ski retreat at Killington

May 16 – 23

ﺩ.ﺇ437 per night

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Other great vacation rentals in Ludlow

Guest favorite

Guesthouse in Springfield

4.86 out of 5 average rating, 321 reviews

Connecticut River-Cozy Cottage

Aug 18 – 25

ﺩ.ﺇ335 per night

Superhost

Apartment in Weston

4.86 out of 5 average rating, 128 reviews

Cozy Guesthouse in Heart of VT

Jul 30 – Aug 6

ﺩ.ﺇ362 per night

Guest favorite

Cabin in West Windsor

4.98 out of 5 average rating, 205 reviews

Sunset Cabin - your private romantic hideaway

Jul 2 – 9

ﺩ.ﺇ570 per night

Guest favorite

Apartment in Londonderry

4.94 out of 5 average rating, 333 reviews

Cozy Suite in a Historic Building Near Ski Resorts

Jul 5 – 12

ﺩ.ﺇ474 per night

Guest favorite

Loft in Ludlow

4.95 out of 5 average rating, 734 reviews

Spacious Renovated Barn Apt on 100 acres!

Dec 27 – Jan 3

ﺩ.ﺇ1,782 per night

Guest favorite

Guest suite in West Windsor

4.9 out of 5 average rating, 102 reviews

Newly renovated private space on Ascutney Trails

Dec 9 – 16

ﺩ.ﺇ362 per night

Superhost

Yurt in Mount Holly

4.86 out of 5 average rating, 154 reviews

Love Shack Yurt on Star Lake (100% off grid)

Feb 2 – 9

ﺩ.ﺇ344 per night

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 390 reviews

Black haus: a hip, cool house hidden in a forest.

Mar 4 – 11

ﺩ.ﺇ512 per night

Show all

Quick stats about vacation rentals in Ludlow

Total rentals
170 properties
Rentals with dedicated workspaces
80 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
140 properties are a good fit for families
Total number of reviews
5.3K reviews
Nightly prices starting at
ﺩ.ﺇ257 before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Ludlow?
Yes! Work meets play with ease at over 80 vacation rentals in Ludlow featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Ludlow?
Four-legged friends are welcome in Ludlow. Choose from more than 40 vacation rentals for guests traveling with pets.
How much does it cost to stay in condo rentals in Ludlow?
Experience the best of Ludlow with our condo rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Ludlow have wifi?
Absolutely! We offer over 20 condo rentals with wifi in Ludlow. Enjoy a tailored experience with all the comforts you desire.
Do condo rentals in Ludlow have self check-in?
Absolutely! We offer over 10 condo rentals with self check-in in Ludlow. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly condo rentals in Ludlow?
Ludlow has more than 20 family-friendly condo rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Ludlow have a bbq area?
Absolutely! We offer over 30 house rentals with a bbq area in Ludlow. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Condo Rentals in Ludlow?
Enhance your stay in our Condo Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.

Ludlow vacation rentals

Top-rated vacation rentals in Ludlow

Vacation rentals for every style

Cabins

Houses

Apartments

Popular amenities for Ludlow vacation rentals

Stay near Ludlow's top sights

Other great vacation rentals in Ludlow

Condo in Ludlow

Condo in Killington

Condo in Ludlow

Condo in Ludlow

Condo in Killington

Condo in Killington

Condo in Killington

Condo in Killington

Other great vacation rentals in Ludlow

Guesthouse in Springfield

Apartment in Weston

Cabin in West Windsor

Apartment in Londonderry

Loft in Ludlow

Guest suite in West Windsor

Yurt in Mount Holly

Cabin in Rochester

Quick stats about vacation rentals in Ludlow

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Ludlow?

Are there pet-friendly vacation rentals in Ludlow?

How much does it cost to stay in condo rentals in Ludlow?

Do condo rentals in Ludlow have wifi?

Do condo rentals in Ludlow have self check-in?

Are there family-friendly condo rentals in Ludlow?

Do house rentals in Ludlow have a bbq area?

What are the most popular amenities for Condo Rentals in Ludlow?

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