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.

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!

Oct 4 – 11

G$21,834 GYD per night
Guest favorite

Home in Mount Holly

4.9 out of 5 average rating, 115 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.

May 25 – Jun 1

G$32,810 GYD per night
Superhost

Condo in Ludlow

4.92 out of 5 average rating, 116 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 22 – 29

G$21,438 GYD per night

Popular amenities for Ludlow vacation rentals

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

Ludlow condo rentals

Guest favorite

Condo in Killington

4.95 out of 5 average rating, 124 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

Aug 25 – Sep 1

G$20,858 GYD per night
Guest favorite

Condo in Ludlow

4.95 out of 5 average rating, 167 reviews

Exceptional Village Fireplace Condo On Shuttle Rte

Sep 21 – 28

G$69,524 GYD per night
Guest favorite

Condo in Ludlow

4.95 out of 5 average rating, 108 reviews

Slopeside condo at the base of Okemo-steps to lift

Apr 11 – 18

G$65,192 GYD per night
Superhost

Condo in Killington

4.84 out of 5 average rating, 341 reviews

Winter is coming! Cute Mountain Getaway!

Jun 5 – 12

G$21,053 GYD per night
Guest favorite

Condo in Killington

4.92 out of 5 average rating, 143 reviews

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

May 26 – Jun 2

G$24,674 GYD per night
Guest favorite

Condo in Ludlow

4.95 out of 5 average rating, 112 reviews

Rustic Ski Condo in Historic Mill

Jun 26 – Jul 3

G$66,046 GYD per night
Guest favorite

Condo in Stratton

4.96 out of 5 average rating, 113 reviews

Cozy condo within walking distance to the slopes.

May 1 – 8

G$27,776 GYD per night
Guest favorite

Condo in Killington

4.88 out of 5 average rating, 193 reviews

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

Apr 25 – May 2

G$20,846 GYD per night
Guest favorite

Condo in Brattleboro

4.92 out of 5 average rating, 281 reviews

Private & Quiet Studio Apt. in Vermont

Jun 24 – Jul 1

G$19,051 GYD per night
Guest favorite

Condo in Killington

4.94 out of 5 average rating, 148 reviews

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

Apr 26 – May 3

G$27,476 GYD per night
Guest favorite

Condo in Killington

4.86 out of 5 average rating, 143 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

May 13 – 20

G$31,909 GYD per night
Guest favorite

Condo in Killington

4.94 out of 5 average rating, 170 reviews

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

Aug 17 – 24

G$30,391 GYD per night

Other great vacation rentals in Ludlow

Superhost

Yurt in Mount Holly

4.86 out of 5 average rating, 146 reviews

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

Jul 6 – 13

G$15,516 GYD per night
Guest favorite

Cottage in Reading

4.95 out of 5 average rating, 128 reviews

Shattuck Hill Cottage

Mar 15 – 22

G$24,113 GYD per night
Guest favorite

Guest suite in Mt Holly

4.98 out of 5 average rating, 117 reviews

Exquisite Green Mountain Loft Haven

Oct 17 – 24

G$27,526 GYD per night
Guest favorite

Guesthouse in Putney

4.97 out of 5 average rating, 188 reviews

Cozy cottage loft and retreat

Nov 2 – 9

G$18,850 GYD per night
Guest favorite

Loft in Ludlow

4.95 out of 5 average rating, 732 reviews

Spacious Renovated Barn Apt on 100 acres!

Oct 22 – 29

G$58,746 GYD per night
Guest favorite

Guesthouse in Springfield

4.86 out of 5 average rating, 321 reviews

Connecticut River-Cozy Cottage

Dec 31 – Jan 7

G$19,123 GYD per night
Guest favorite

Cabin in West Windsor

4.98 out of 5 average rating, 205 reviews

Sunset Cabin - your private romantic hideaway

Sep 5 – 12

G$32,520 GYD per night
Guest favorite

Apartment in Claremont

4.88 out of 5 average rating, 108 reviews

Beautiful 1 bedroom apartment with balcony

Oct 14 – 21

G$18,636 GYD per night
Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 387 reviews

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

Feb 23 – Mar 2

G$29,210 GYD per night
Guest favorite

Apartment in Springfield

4.9 out of 5 average rating, 221 reviews

Farm Barn apt. 3 bedr, 2 bath, fiberoptic internet

Apr 16 – 23

G$21,031 GYD per night
Guest favorite

Apartment in Rutland

4.96 out of 5 average rating, 514 reviews

Your home away from home

Nov 26 – Dec 3

G$20,771 GYD per night
Guest favorite

Guest suite in West Windsor

4.91 out of 5 average rating, 100 reviews

Newly renovated private space on Ascutney Trails

Sep 14 – 21

G$23,588 GYD per night

Quick stats about vacation rentals in Ludlow

Total rentals

170 properties

Rentals with dedicated workspaces

80 properties have a dedicated workspace

Pet-friendly rentals

50 properties allow pets

Family-friendly rentals

140 properties are a good fit for families

Total number of reviews

4.4K reviews

Nightly prices starting at

G$14,661 GYD 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 50 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 $120 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.

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Windsor County
  5. Ludlow