Holiday rentals in Ludlow

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Top-rated holiday rentals in Ludlow

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

Guest favourite

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!

4–11 Oct

€ 112 per night
Guest favourite

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.

25 May – 1 Jun

€ 175 per night
Superhost

Apartment 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.

22–29 May

€ 118 per night

Popular amenities for Ludlow holiday 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

Other great holiday 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)

6–13 Jul

€ 75 per night
Guest favourite

Cottage in Reading

4.95 out of 5 average rating, 128 reviews

Shattuck Hill Cottage

15–22 Mar

€ 124 per night
Guest favourite

Apartment in Killington

4.95 out of 5 average rating, 124 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

25 Aug – 1 Sep

€ 115 per night
Guest favourite

Tiny home in Jamaica

4.94 out of 5 average rating, 1136 reviews

Apple Blossom Cottage: A Tiny House

15–22 Oct

€ 105 per night
Guest favourite

Guest suite in Mt Holly

4.98 out of 5 average rating, 117 reviews

Exquisite Green Mountain Loft Haven

17–24 Oct

€ 144 per night
Guest favourite

Loft in Mount Holly

4.92 out of 5 average rating, 37 reviews

Mapleside Escape: Sugar/Ski house

12–19 Apr

€ 131 per night
Superhost

Apartment in Ludlow

4.84 out of 5 average rating, 38 reviews

Lovely 2B condo minutes from Okemo

29 Jul – 5 Aug

€ 131 per night
Guest favourite

Apartment in Cavendish

5.0 out of 5 average rating, 20 reviews

One Bedroom Suite Near Okemo

20–27 Apr

€ 114 per night
Guest favourite

Flat in Ludlow

4.91 out of 5 average rating, 43 reviews

Newly renovated one-bedroom apartment

22–29 Apr

€ 165 per night
Guest favourite

Farm stay in Baltimore

4.93 out of 5 average rating, 94 reviews

Hawk Mtn Farm's lovely one bedroom apartment!

10–17 Apr

€ 117 per night
Guest favourite

Cabin in Cavendish

4.88 out of 5 average rating, 17 reviews

Caretaker’s Cottage

13–20 Jun

€ 47 per night
Superhost

Cabin in Mount Holly

4.93 out of 5 average rating, 42 reviews

Brookside gathering ski cabin - Couples Discount!

23–30 Apr

€ 155 per night

Quick stats about holiday 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

€ 65 before taxes and fees

Destinations to explore

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