Search Middleburgh Cottages

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jan 9 - Jan 11
In two weeks
Jan 16 - Jan 18
In one month
Jan 30 - Feb 1
In two months
Feb 27 - Mar 1

Our top choices for Middleburgh cottages

Property grounds
Tiny House on Walnut Grove

Tiny House on Walnut Grove

Tiny House on Walnut Grove
2.0 star property
Ashland
4.0 out of 10, (2)
"Many problems with this listing, first the fire alarm was low on battery, I had to physically climb to reach the smoke detector to detach and remove the battery, a sharp beeping noise went off every 90 seconds and we wouldn’t have been able to sleep without stopping it. There were no spare batteries to change. There were spiders everywhere. My friend used the shower and saw 11 of them moving around the ceiling. They were in the main bed and on the counter and sink as well. The tenant was nice...
United States
Trevor C.
$236 nightly
The price is $255
Jan 8 - Jan 9, 2026
Total with taxes and fees
Tiny House on Walnut Grove
Outdoor dining
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (20)
"We had a wonderful stay at the cottage. Place was perfect and met all our needs. The cottage was lovely and cozy, truly home away from home. The host, Agnes, was kind and very helpful. Will definitely be back."
United States
Carmela L.
$521 nightly
The price is $563
Jan 4 - Jan 5, 2026
Total with taxes and fees
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middleburgh Hotel Reviews

Hotel Vienna

Hotel Vienna

10/10 Excellent
"Really lovely hotel! We’ll definitely be back when we come up for skiing again. The croissants! "
Hans 2-night trip
Posted 3 days ago
Hotel Vienna

Find out more about Middleburgh

Middleburgh Cottages information

Number of reviews
20
Accommodation
91 Cottages
Lowest Price
$255
Highest Price
$563

Frequently asked questions

Why book your cottage in Middleburgh with Expedia?
Expedia has some wonderful cottages in Middleburgh, so start packing your bags for an unforgettable stay on nature's doorstep. If you need to stick to a budget, choose how much you're willing to spend and the star rating of your property. Or, make your way to the filters to search for cottages with free WiFi or a kitchen. We'll help you find the right place whatever your trip looks like.
How can I find cheap cottages in Middleburgh?
Expedia is here to help you easily source cheap cottages in Middleburgh. To discover a superb stay in a few quick clicks, try out the filter tool to refine your search results by budget, star rating and amenities.
What is there to do in Middleburgh near my cottage?
After you've unpacked your bags, venture out and discover the fun things Middleburgh has for you to experience. Vroman's Nose Trailhead is a great attraction to add to your to-do list.

Explore a world of travel with Expedia