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
Chalet in Mount Holly
Charming Summit View Chalet near Okemo and Lakes
Welcome to Mount Holly! Our chalet is a 3-level, 3-bedroom, 2-full bathroom home slightly northwest of Okemo. A bright, comfortable home with large deck & mountain views. 4 miles to skiing and lakes! 2 Queen beds & a bunk w/full & twin bed - sleeps 7 people max. Large laundry room with full size washer/dryer. Full kitchen. Sits on private, 1-acre wooded lot in quiet wooded neighborhood. Short drive to restaurants, hikes, lakes, cheese shop & local farm. Local helpers in the neighborhood.
9–16 NovIndividual Host,
€ 218 per night
4.96 out of 5 average rating, 141 reviews
Guest favourite
Apartment in Ludlow
Slopeside condo at the base of Okemo-steps to lift
Welcome to Okemo MTN Lodge! Our clean slopeside condo at the base of Okemo makes things super convenient. This 1 bdr condo on the 3rd fl (no elevator) has 1 queen & 1 bunk. Steps to lift. Reserved parking for 1 car. This unit is our spot—it’s not an investment property. We use rental income to help cover costs for my 2 kids who travel and compete as snowboarders. Watch the crowds from our deck. Condo is best for4 ppl. max. This is an older building. Brand new floors, paint, and bathroom. 🏂⛷
22–29 AprIndividual Host,
€ 298 per night
4.95 out of 5 average rating, 108 reviews
Guest favourite
Apartment in Ludlow
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.
25 Apr – 2 MayProfessional Host,
€ 109 per night
4.92 out of 5 average rating, 113 reviews

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

Guest favourite
Cabin in Ludlow
Private Ski Cabin On Okemo Mt. With New Hot Tub!
25 Apr – 2 MayIndividual Host,
€ 234 per night
4.97 out of 5 average rating, 75 reviews
Guest favourite
Apartment in Ludlow
Lovely 1-Bedroom condo with indoor fireplace!
30 Sep – 7 Oct
€ 182 per night
4.95 out of 5 average rating, 77 reviews
Guest favourite
Apartment in Ludlow
Lovely 2B condo minutes from Okemo
24–31 MarProfessional Host,
€ 176 per night
4.83 out of 5 average rating, 35 reviews
Guest favourite
Flat in Ludlow
Newly renovated one-bedroom apartment
26 Apr – 3 May
€ 164 per night
4.9 out of 5 average rating, 42 reviews
Guest favourite
Apartment in Ludlow
Winterplace - Steps away from Slopes
11–18 OctIndividual Host,
€ 232 per night
4.95 out of 5 average rating, 80 reviews
Guest favourite
Home in Ludlow
Birch Lodge - mountain views, hot tub!
19–26 AprIndividual Host,
€ 334 per night
4.96 out of 5 average rating, 53 reviews
Guest favourite
Apartment in Ludlow
Stunning Ski-in/ski-out Condo in Ledgewood
9–16 Nov
€ 720 per night
5.0 out of 5 average rating, 18 reviews
Guest favourite
Tiny home in Chester
Bearfoot Cottage: Tiny House w/ Hot Tub near Okemo
12–19 Feb
€ 273 per night
5.0 out of 5 average rating, 73 reviews
Guest favourite
Loft in Mount Holly
Mapleside Escape: Sugar/Ski house
26 Jun – 3 Jul
€ 168 per night
4.94 out of 5 average rating, 36 reviews
Guest favourite
Home in Ludlow
Stunning Views of Okemo
25 Jun – 2 Jul
€ 383 per night
5.0 out of 5 average rating, 78 reviews
Guest favourite
Apartment in Ludlow
Updated Two Bedroom Condo in Heart of Ludlow
7–14 Sep
€ 175 per night
4.94 out of 5 average rating, 67 reviews
Guest favourite
Home in Ludlow
The Bluebird Day Chalet 2 bed dtwn Ludlow Village
1–8 Jun
€ 168 per night
4.87 out of 5 average rating, 55 reviews

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

€ 64 before taxes and fees

Destinations to explore

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