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Holiday rentals in Annapolis

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Popular amenities for Annapolis holiday rentals

Other great holiday rentals in Annapolis

Top guest favourite
Chalet in Church Point
5 out of 5 average rating, 98 reviews

Au Ford du Lac

LiamRating, 5 stars1 week ago
Very nice place. The house and property are well-maintained and quite comfortable. My only complaint is that the neighbours are closer than expected so there is less privacy than I was hoping for.
Superhost
Chalet in Wentworth
4.88 out of 5 average rating, 41 reviews

Modern Chic Ski Chalet

JenniferRating, 5 stars3 months ago
This was our second stay at ABC chalet. It’s a top notch, family friendly space- comfortably, cozy, and well equipped. Our children (7 & 10) enjoyed having their own space in the loft area. The layout was perfect for our family of 5 and we love the proximity to Ski Wentworth. PJ is a friendly and accommodating host and all necessary info was communicated clearly prior to arrival. Will likely stay here annually for our family ski getaway:)
Guest favourite
Home in Rose Bay
4.95 out of 5 average rating, 44 reviews

Luxury Oceanfront Cottage-Rose Bay, Lunenburg #2

KelleyRating, 5 stars2 weeks ago
We stayed in Cabin #2 which was very private at the far end of the cottages. The view is incredible, the hot tub perfect for two and the cabin was spacious and very clean. We loved the rock stairs down to the ocean and loved the dark, star filled sky at night! Dan was very fast with all communication, thank you for the extra coffee! Great, relaxing time at Board & Batten cottage.
Guest favourite
Holiday home in Margaretsville
4.88 out of 5 average rating, 8 reviews

Beautiful Triplex on the Shore

SarahRating, 5 stars9 months ago
Excellent stay at the bird’s inn! Clean, cozy beach vibe decor with incredible water views. We had a italian themed catered meal from Kate and it was absolutely delicious! Thank you for the wonderful stay :)
Top guest favourite
Home in Hubbards
5 out of 5 average rating, 23 reviews

Vista Del Mar 596

OussamaRating, 5 stars1 week ago
This was the most beautiful Airbnb I’ve ever seen or stayed in by far!! It’s absolutely stunning inside and out and top to bottom. The location is incredible with the most beautiful scenery of the ocean and stars. My family had such an amazing time that they were begging me to rent the place for longer. The kids had so much fun in the backyard, the near by beach, and especially the jacuzzi. I will absolutely be renting this place again and again every time we consider going away as a family!! Thank you to the hosts, who were so respectful , responsive and made the stay so flawless and easy and literally contributed to the joy my family felt this last weekend.
Top guest favourite
Guest house in Maces Bay
4.98 out of 5 average rating, 45 reviews

The Carriage House on Maces Bay Amazing Beach View

NatashaRating, 5 stars3 months ago
Staying at Sharon’s feels like being at home. So cozy and comfy and the community is very welcoming to all new comers. Glad to have been able to stay again!
Guest favourite
Cottage in Canning
4.85 out of 5 average rating, 124 reviews

Seaside Cottage

TomRating, 5 stars7 months ago
Amazing view of Cape Split and Bay of Fundy. Outside decks were ample and close enough to town for some Thai food. Home was simple, quaint and cozy. Great spot and Sheila was more than accommodating to getting me into the house on short notice. THANK YOU Sheila!
Guest favourite
Home in Annapolis County
5 out of 5 average rating, 17 reviews

Relaxing Rural Lakeside Home

RachelRating, 5 stars5 months ago
Our group of six enjoyed the cottage and bunkie. There is a lot of room to spread out and pursue different activities. The deck on the lake is a highlight. There are plenty of board games and comfy seating inside if the weather isn't cooperating. It was warm and cozy when the temperature dropped in early November. We used the cottage as a base for exploring the area - Annapolis Royal, Kejimkujik Park, and Digby. The property is in a remote lakeside location in a small cottage community.

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