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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Middleton vacation homes

A wooden deck with a view of a field and hills, a bottle of wine, and a lantern.

1. Cozy bungalow and peaceful retreat in the heart of the scenic Annapolis Valley!

Cozy bungalow and peaceful retreat in the heart of the scenic Annapolis Valley!
Inglewood
10.0 out of 10, Exceptional, (2 reviews)
"Fantastic place for our trip. Had everything we needed, was a nice place to relax and the owner was great to deal with. Will come back!"
Canada
Andrew
The price is AED 420
AED 731 total
includes taxes & fees
18 Oct - 19 Oct
Cozy bungalow and peaceful retreat in the heart of the scenic Annapolis Valley!
A house by a lake surrounded by trees.

2. Lakefront Retreat - Idyle Acre - East Lake NS

Lakefront Retreat - Idyle Acre - East Lake NS
Annapolis, Subd. D
10.0 out of 10, Exceptional, (6 reviews)
"Perfect place"
United States
Robert S.
The price is AED 535
AED 698 total
includes taxes & fees
27 Oct - 28 Oct
Lakefront Retreat - Idyle Acre - East Lake NS
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 Middleton Hotel Reviews

Ultra Private Oceanfront Cottage with Sunset Views

Ultra Private Oceanfront Cottage with Sunset Views

10/10 Excellent
"Kitchen and bathrooms amply stocked, quiet, charming, and a very peaceful getaway. We were super excited to see the seals in the water just down the drive from the house. Great launching point for day excursions to Digby, Annapolis Royal, and Halls Harbor/Wolfville. Absolutely loved the Sourdough Shack (everything SO good) just down the road and the Church Street Winery (John and friends made it feel warm/welcoming…like a pub experience (and the on-premise dogs were the sweetest)! We picked the week well for fall foliage, and loved our interactions everywhere we went…such wonderful communities!"
Dean Bradley W. 3-night trip
Posted 23 hours ago
Ultra Private Oceanfront Cottage with Sunset Views