A log cabin with red shutters and a small porch.

Middlebury Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Middlebury holiday rentals

Terrace/patio

The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful views "
United States
Darwin
The price is RM664
RM787 total
includes taxes & fees
2 Jul - 3 Jul
The Wellington Cottage
2 bedrooms

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is RM707
RM1,379 total
includes taxes & fees
6 Jul - 7 Jul
Farm Country Amish Country Newly Renovated
3 bedrooms

Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is RM675
RM1,270 total
includes taxes & fees
6 Jul - 7 Jul
Amish Country Getaway Farm Views Fire Pit
3 bedrooms

Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
The price is RM1,261
RM2,022 total
includes taxes & fees
2 Jul - 3 Jul
Hidden Log Cabin Hot Tub Ping Pong Family
2 bedrooms

Relaxing Riverside 10 Minutes to Shipshewana

Relaxing Riverside 10 Minutes to Shipshewana
2.0 star property
Howe
The price is RM780
RM1,350 total
includes taxes & fees
6 Jul - 7 Jul
Relaxing Riverside 10 Minutes to Shipshewana
Interior

Lakefront Michigan Cottage - Deck, Grill & Kayaks!

Lakefront Michigan Cottage - Deck, Grill & Kayaks!
3.0 star property
Sturgis
The price is RM810
RM1,914 total
includes taxes & fees
13 Jul - 14 Jul
Lakefront Michigan Cottage - Deck, Grill & Kayaks!
3 bedrooms

Lake House Shallow Sandy Kayaks Family Fun

Lake House Shallow Sandy Kayaks Family Fun
2.0 star property
Shipshewana
The price is RM974
RM1,921 total
includes taxes & fees
6 Jul - 7 Jul
Lake House Shallow Sandy Kayaks Family Fun
2 bedrooms

Lake Front Cottage Kayaks Game Table Fun

Lake Front Cottage Kayaks Game Table Fun
2.0 star property
Shipshewana
10.0 out of 10, Exceptional, (1 review)
"Loved the cottage! Everything was as stated in the property description and the cottage is decorated very nicely and very clean. Unfortunately, there was severe weather and we had to delay our trip a day. When I asked if we'd be able to get a refund for one day, I got no response from the property manager. However, we accidentally took a book from the cottage and when we texted Todd, he responded immediately and was very helpful in how to return the book. The weather did not cooperate for...
United States
Ron
The price is RM711
RM1,300 total
includes taxes & fees
7 Jul - 8 Jul
Lake Front Cottage Kayaks Game Table Fun
3 bedrooms

Hot Tub The Strong Retreat Fire Pit 3BR

Hot Tub The Strong Retreat Fire Pit 3BR
2.0 star property
Elkhart
The price is RM1,434
RM2,205 total
includes taxes & fees
17 Jul - 18 Jul
Hot Tub The Strong Retreat Fire Pit 3BR
2 bedrooms

Secluded Shipshewana Log Cabin In the Woods

Secluded Shipshewana Log Cabin In the Woods
2.0 star property
Shipshewana
The price is RM1,114
RM1,736 total
includes taxes & fees
29 Jul - 30 Jul
Secluded Shipshewana Log Cabin In the Woods
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.
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Top Middlebury Hotel Reviews

Van Buren Hotel

Van Buren Hotel

10/10 Excellent
"They ran out of waffle mix, so seconds weren’t an option! That’s literally my only negative complaint. Clean, friendly. They were updating furniture when we arrived to check in. Air was cold and worked great. The room with the jacuzzi tub was amazing after a long day of walking and seeing the town/ flea market. This is where I’ll recommend people to stay! Can’t wait to come back."
Alan D 1-night trip
Posted 11 hours ago
Van Buren Hotel

Find out more about Middlebury

Search for holiday rentals in Middlebury on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Middlebury using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middlebury!

Frequently asked questions

Are there holiday rentals in Middlebury?

Yes, there are holiday rentals in Middlebury close to Deutsch Kase Haus, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Middlebury has a good selection of restaurants. Make sure you have time to check out the shopping and gardens during your trip.

How many holiday rentals will I find in Middlebury?

With 15 Expedia holiday rentals, you're guaranteed to find just the right place for your Middlebury stay.

What can I see and do in Middlebury?

Stone Lake and Hunter Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Deutsch Kase Haus. While here, Middlebury Public Library and Middlebury Community Historical are other places worth a visit.

What are holiday rentals like in Middlebury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlebury. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.