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

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!

Guest favorite

Condo in Killington

4.95 out of 5 average rating, 131 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

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.

Guest favorite

Barn in Chester

4.99 out of 5 average rating, 496 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.

Guest favorite

Guesthouse in Wallingford

4.98 out of 5 average rating, 591 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!

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.

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.

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.

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 394 reviews

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

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Guest favorite

Cottage in Windsor

4.97 out of 5 average rating, 320 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.

Guest favorite

Condo in Ludlow

4.92 out of 5 average rating, 123 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.

Guest favorite

Guest suite in Mt Holly

4.98 out of 5 average rating, 117 reviews

Exquisite Green Mountain Loft Haven

Lovely apartment in country home affords privacy plus all the necessities of home. Beautiful grounds and views afford relaxation and invigoration. Ski at local ski resorts or snowshoe or sled right outside your door. Comfortable beds, peace and quiet, and dark skies means great sleeping. Fully stocked kitchen, and nearby summer activities makes staying here fun and enjoyable. Come find out what others already know!!

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

Home in Mount Holly

4.9 out of 5 average rating, 116 reviews

Newly renovated. Minutes to Slopes & Trails

Guest favorite

Home in S Londonderry

4.95 out of 5 average rating, 270 reviews

Cozy barn apartment in So. Vermont

Guest favorite

Home in Hartford

4.97 out of 5 average rating, 173 reviews

One-bedroom furnished house available March/April

Guest favorite

Home in Putney

4.94 out of 5 average rating, 339 reviews

Vermont Botanical Studio Apartment

Guest favorite

Home in Ludlow

4.97 out of 5 average rating, 147 reviews

Ski Chalet with Hot Tub on Okemo Mountain

Guest favorite

Home in West Windsor

4.98 out of 5 average rating, 163 reviews

Meadow View. 35 acres outside your door!

Guest favorite

Home in Weston

4.95 out of 5 average rating, 227 reviews

Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly

Guest favorite

Home in Weston

4.97 out of 5 average rating, 196 reviews

Weston Farmhouse-Clean, Fast WiFi, Generator!

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Ludlow condo rentals

Guest favorite

Condo in Killington

4.94 out of 5 average rating, 152 reviews

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

Guest favorite

Condo in West Dover

4.94 out of 5 average rating, 181 reviews

Comfy Condo - 2 Min Walk to Carinthia Grommet Lift

Guest favorite

Condo in Ludlow

4.95 out of 5 average rating, 115 reviews

Rustic Ski Condo in Historic Mill

Superhost

Condo in Ludlow

4.8 out of 5 average rating, 148 reviews

Enjoy a Ski-On/Ski-Off Okemo Ski Getaway

Guest favorite

Condo in Killington

4.94 out of 5 average rating, 176 reviews

Walk or Shuttle to Lifts/2BR @ Mt. Green Resort

Guest favorite

Condo in Killington

4.89 out of 5 average rating, 204 reviews

Killington-Pico ski in/out Studio at base of Pico

Guest favorite

Condo in Brattleboro

4.92 out of 5 average rating, 286 reviews

Private & Quiet Studio Apt. in Vermont

Guest favorite

Condo in Killington

4.92 out of 5 average rating, 392 reviews

April open 1 bedroom 1 night Ok Free shuttle

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Other great vacation rentals in Ludlow

Guest favorite

Apartment in Ludlow

4.92 out of 5 average rating, 255 reviews

Okemo Vermont Getaway

Guest favorite

Cabin in Mount Holly

4.98 out of 5 average rating, 206 reviews

Private Cabin/Pets OK/Minutes to Okemo/ Fast Wifi

Guest favorite

Apartment in Rutland

4.96 out of 5 average rating, 524 reviews

Your home away from home

Guest favorite

Apartment in Claremont

4.88 out of 5 average rating, 111 reviews

Beautiful 1 bedroom apartment with balcony

Guest favorite

Guesthouse in Springfield

4.86 out of 5 average rating, 322 reviews

Connecticut River-Cozy Cottage

Guest favorite

Cabin in Vershire

4.99 out of 5 average rating, 190 reviews

Comfortable cozy cabin in the hills of Vermont!

Guest favorite

Apartment in Londonderry

4.94 out of 5 average rating, 333 reviews

Cozy Suite in a Historic Building Near Ski Resorts

Guest favorite

Loft in Ludlow

4.95 out of 5 average rating, 735 reviews

Spacious Renovated Barn Apt on 100 acres!

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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
$70 before taxes and fees

Frequently Asked Questions

What types of vacation rentals are available in Ludlow?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Ludlow. From over 20 condo rentals to over 80 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
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 house rentals in Ludlow?
Experience the best of Ludlow with our house rentals, starting at about $120 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Ludlow have wifi?
Absolutely! We offer over 80 house rentals with wifi in Ludlow. Enjoy a tailored experience with all the comforts you desire.
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.
Do house rentals in Ludlow have self check-in?
Absolutely! We offer over 40 house rentals with self check-in in Ludlow. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Ludlow?
Ludlow has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Ludlow vacation rentals

Top-rated vacation rentals in Ludlow

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Ludlow vacation rentals

Stay near Ludlow's top sights

Other great vacation rentals in Ludlow

Home in Mount Holly

Home in S Londonderry

Home in Hartford

Home in Putney

Home in Ludlow

Home in West Windsor

Home in Weston

Home in Weston

Ludlow condo rentals

Condo in Killington

Condo in West Dover

Condo in Ludlow

Condo in Ludlow

Condo in Killington

Condo in Killington

Condo in Brattleboro

Condo in Killington

Other great vacation rentals in Ludlow

Apartment in Ludlow

Cabin in Mount Holly

Apartment in Rutland

Apartment in Claremont

Guesthouse in Springfield

Cabin in Vershire

Apartment in Londonderry

Loft in Ludlow

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

What types of vacation rentals are available in Ludlow?

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 house rentals in Ludlow?

Do house rentals in Ludlow have wifi?

Do house rentals in Ludlow have a bbq area?

Do house rentals in Ludlow have self check-in?

Are there family-friendly house rentals in Ludlow?

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