Ludlow cottages

We found 13 cottages — enter your dates for availability

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to stay in a cottage rental in Ludlow?
Prices vary according to season, length of stay and specific location, so key in your trip details to check out what's available. No matter your budget or plans, Vrbo has cottage rentals in Ludlow suited to all types of guests.
When is the best time to rent a cottage in Ludlow?
With average temperatures that range from 9 ºC (48 ºF) to 21 ºC (70 ºF), September is when most visitors book a cottage rental in Ludlow. Since it's the busiest time of year, you'll want to secure your stay ahead of time. Alternatively, explore the shoulder seasons for a more chill Windsor County retreat.
Where can I rent a Ludlow holiday cottage with great views?
Make your trip to Ludlow even more memorable by staying in a cottage rental with picturesque vistas. Check out our superb options that come with views of historic areas.
Does Ludlow have any lakeside cottages?
For a refreshing getaway, it's hard to beat our lakeside cottage rentals. Use our convenient "Location" filter and then click on "Lake" to see if you can find any cosy cottages that'll place you near the water in Ludlow. Spend your days chasing adventures or simply enjoy watching stunning sunrises and sunsets shimmering across the lake.
What are the top things to do in Ludlow?
Okemo Mountain Resort, Weston Priory and Weston Playhouse are popular attractions that'll keep the whole crew entertained in Ludlow. There's nothing like a fun getaway to bring everyone together, so browse our cottage rentals in this vibrant destination.
Why should I book my holiday cottage with Vrbo?
No sharing your space, no awkward experiences with people you don't know. When you select a Vrbo cottage rental, you get the whole place to yourself. Need to cancel or amend your plans? Our flexible cancellation policies mean you can book your cottage with total peace of mind.