Chester cabins

We found 116 cabins — 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, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any cabin rentals in Chester?
Choose one of our 116 cabin rentals in Chester and start looking forward to a quieter pace of life and an outdoor-oriented setting. Whether you're staying in Chester Depot, Amsden, Clock Tower Base Area or another well-known area, you'll find the perfect cabin on Vrbo.
How much does it cost to stay in a cabin rental in Chester?
If you want to get the best deal on your cabin rental in Chester, these are a few ways you can do it: Start by filtering your results from low to high. This will display the cheapest options first. Also try out our "Discounts" filter. This will help you find any cabin rentals that offer discounted rates based on your length of stay. Keep an eye out for new listing discounts too. Whatever sort of vacation you've been dreaming about, we've got cabins for every budget and need.
When is the best time to book a cabin rental in Chester?
Take a lead from others and go in January. That's when most people needing some R&R with Mother Nature book a cabin rental in Chester. This corner of Windsor County sees average daily temperatures of between -11ºC (12ºF) and -3ºC (27ºF) at this time. Whether you stay for a few days, a week or longer, and whenever you go, our cabins create a haven away from life's hustle and bustle.
Where can I rent a Chester cabin rental with great views?
Vrbo has a range of incredible cabin rentals in Chester, including stays with views of historic areas. In between seeing the sights, unwind and stare at vistas that are an attraction in themselves.
Does Chester have any lake cabins?
Delight in the peace and calm that comes with being close to the water at one of our lake cabin rentals in Chester. Look for stays around popular spots like Lake Sunapee, Spofford Lake and Connecticut Lakes Region and spend your next escape exploring scenic trails and admiring gorgeous sunsets.
Can I book a luxury cabin in Chester?
Treat yourself to some of the finer things in life during your vacation to Chester by choosing a luxury cabin rental. These upmarket Vrbo properties spoil guests with top-of-the-line amenities such as swimming pools and hot tubs. Use our handy filters to look for cabins with high guest ratings and get the outdoor experience without having to rough it!
Can I book a cabin with a hot tub in Chester?
Book a cabin rental with a hot tub and take your Chester getaway to the next level of relaxation. Simply click on "Hot tub" under our features and amenities filter to find stays with this perk. Immersing yourself in the bubbles after an active day will make the highlight reel of your trip.
What are the top things to do in Chester?
Get your Chester trip off to a terrific start by heading to popular attractions like Okemo Mountain Resort, Magic Mountain Ski Resort and Bellows Falls Opera House. Stay in a Vrbo cabin rental with the family and then explore the best of this destination together.
Why should I book my cabin rental with Vrbo?
Booking your cabin rental with Vrbo means you get the whole place for your exclusive use — your own private space, without any distractions from other people. What's more, our flexible payment and cancellation policies allow you to alter your plans if you need to.