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Cottage vacation rentals in Annapolis County

Find and book unique cottages on Airbnb

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Popular amenities for Annapolis County cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Middleton
4.84 out of 5 average rating, 87 reviews

Waterfront Cottage on Lake with Hot Tub + Rec Room

RebeccaRating, 5 stars4 days ago
Our stay was wonderful and the location/property is ideal for a relaxing getaway. We didn't get to use the rec room, but made ample use of the hot tub which was very nice to relax in. Quiet space and the screened in portion of the back deck is great for spending some evening time under the stars without the hassle of bugs.
Top guest favorite
Cottage in LaBelle
4.98 out of 5 average rating, 173 reviews

Sunset Cove Lakehouse

JeffRating, 5 stars1 week ago
Really enjoyed the stay here. The layout of the space is really nice, the kitchen had lots of supplies for cooking, And the view was great. The host is also very responsive and gave great directions to easily find the cottage. It’s a really quiet setting and a perfect place to get away and relax for a couple of days. Would highly recommend this for any kind of trip to get away some R&R!
Superhost
Cottage in LaBelle
4.71 out of 5 average rating, 75 reviews

Sunset Escape Lakefront Cottage

CraigRating, 5 stars4 months ago
Great spot! Family enjoyed a white Christmas here. The house was large enough for 8 of us. The Bunkie was a nice addition, but maybe not able to hold up to really cold nights in winter… but would definitely consider staying here again! Shane was great with communicating. Thanks for a great rental!
Guest favorite
Cottage in Greenfield
4.88 out of 5 average rating, 73 reviews

The lake - Hot tub - Sauna

JohnRating, 5 stars5 days ago
The cottage was a great place for a family get together - beautiful quiet roads for walking & cycling + paddling on Molega Lake. We also really enjoyed the big kitchen for making meals together.

Pet-friendly cottage rentals

Guest favorite
Cottage in Greenfield
4.75 out of 5 average rating, 8 reviews

Cozy Cottage on Molega Lake

AmandaRating, 5 stars6 months ago
Bonnie was a wonderful host. She provided clear instructions, was helpful and always responsive even while she was away. The place was exactly as described, peaceful, quiet and the lake view was amazing. We’ll have to come back in the summer to take advance of the lake.
Top guest favorite
Cottage in Granville Ferry
4.93 out of 5 average rating, 41 reviews

Perfect Cottage Vacation Getaway

DavidRating, 5 stars7 months ago
Staying in the area again for work always love staying here would return anytime
Cottage in Annapolis County
4.69 out of 5 average rating, 16 reviews

Little Gem STR2425B2828

curtisRating, 5 stars6 months ago
It was a lovely little place. Had everything you would ever want.
Top guest favorite
Cottage in Granville Ferry
5 out of 5 average rating, 41 reviews

Former Shoemaker Studio on the Annapolis River

TriciaRating, 5 stars6 months ago
Ginny was the most lovely and gracious host. From the very first time she reached out, I felt her kindness and sincerity. She even offered an early check in, where no one had stayed the day before. She didn't need to do that, but it was incredibly thoughtful and just made us feel more welcomed. We were so excited see this place, and it didn't disappoint. The house was a beautiful combination of rustic and modern. Every accent and piece of furniture was thought out, and just added to the uniqueness of the property. The claw foot bath tub was my favourite. I would come back for that alone! I highly recommend checking this place out, especially in the fall. You can't beat Autumn in the Valley.
Guest favorite
Cottage in Queens County
4.93 out of 5 average rating, 113 reviews

Lakefront Cottage on Annis Lake

NoemiRating, 5 stars8 months ago
Beautiful spot and exceptional hosts. Every little detail you could want has been thought of and addressed - and it was extremely kid friendly. Travelling with a toddler and a 6 year old, they loved the box of legos and the board games, as well as the kid-sized kayak. It was beautiful, peaceful, and private. The bedrooms are as described though the basement can be damp so there is a bit of a musty smell (no fault of the hosts). There is a dehumidifier running constantly. Overall it was a great stay and we really enjoyed it.
Guest favorite
Cottage in Caledonia
4.99 out of 5 average rating, 73 reviews

Remote off-the-grid, dreamlike lakefront log home

HelgaRating, 5 stars7 months ago
Claudia was a wonderful host. She was super helpful and ensured we got the most out of our visit. Dragonfly dreams is private and secluded. She has canoes, kayaks and a screened in porch. The sunrises are amazing and it's very peaceful listening to nature around you. We loved meeting both her and Tashi. She is definitely a warm and kind person. We highly recommend her place.
Guest favorite
Cottage in Middleton
4.89 out of 5 average rating, 9 reviews

Rhodie's Rest Lake-FT Zwickers Lake Anna.Valley N.

JasperRating, 5 stars6 months ago
A lovely large cabin in a beautiful setting, perfect for our annual family get together. Even though it was the end of September, our 10 year old spent several hours each day swimming in the lake and using the many watercraft options (paddle boat, kayaks, paddle board, canoe, etc). Mornings were spent sitting at the end of the dock with a coffee in hand watching the sun rise, and evenings were spent sitting around the cozy firepit. This place is serenity at its finest, and we can't wait to book again.
Top guest favorite
Cottage in Greenfield
5 out of 5 average rating, 10 reviews

Golden Crest at Ponhook Lake

NoraRating, 5 stars8 months ago
Golden Crest is the oasis we always dreamed of! As soon as we arrived, we felt a sense of home and peace. This space is so comfortable and beautiful! We enjoyed all the amenities, the grill was great for cooking dinners and the kitchen is well stocked with all cooking utensils. The soaking tub and sauna were so therapeutic and lovely. The lighting throughout the house creates the most inviting ambiance, and the outdoor space was so lovely for lounging and perfect for watching the meteor shower! Uli was so kind and helpful and very accommodating. We had the most magical stay and can’t wait to return!

Private cottage rentals

Guest favorite
Cottage in Granville Ferry
5 out of 5 average rating, 15 reviews

Pine Tree Cottage

SandraRating, 5 stars7 months ago
We were looking for a quiet place near Annapolis Royal yet out-of-town, and we found it. The trips to surrounding towns, restaurants, and tourist sites were easy and there was little traffic. Although not all the rooms in the cabin have been fully renovated yet, Patrick thoughtfully provided comfortable furnishings, and there were many 'homey' touches that we appreciated, like adequate lighting in each room, good quality linens and towels, and flowers on the table. We enjoyed the well-supplied kitchen, great shower, and deck for relaxing, outdoor breakfasts, and views of Milbury Lake from the private beach. Patrick was a responsive host and made sure we arrived safely and had everything we needed.
Top guest favorite
Cottage in Middleton
4.92 out of 5 average rating, 74 reviews

Serene lakefront living. Two bedroom cottage.

ShilaRating, 5 stars6 months ago
The location was so beautiful and quiet! The bed was comfortable and there was plenty of seating inside and outside. The one amenity that we missed was a dryer but the portable washer worked well. The host was very communicative and we felt like we get got a great bargain. Even though I came from the west coast, I got up at sunrise each morning and it was memorable!
Guest favorite
Cottage in Middleton
4.84 out of 5 average rating, 87 reviews

Waterfront Cottage on Lake with Hot Tub + Rec Room

RebeccaRating, 5 stars4 days ago
Our stay was wonderful and the location/property is ideal for a relaxing getaway. We didn't get to use the rec room, but made ample use of the hot tub which was very nice to relax in. Quiet space and the screened in portion of the back deck is great for spending some evening time under the stars without the hassle of bugs.
Top guest favorite
Cottage in LaBelle
4.98 out of 5 average rating, 173 reviews

Sunset Cove Lakehouse

JeffRating, 5 stars1 week ago
Really enjoyed the stay here. The layout of the space is really nice, the kitchen had lots of supplies for cooking, And the view was great. The host is also very responsive and gave great directions to easily find the cottage. It’s a really quiet setting and a perfect place to get away and relax for a couple of days. Would highly recommend this for any kind of trip to get away some R&R!
Superhost
Cottage in Annapolis County
4.71 out of 5 average rating, 21 reviews

Quiet waterfront rustic 1940s cabin

DaveRating, 5 stars6 months ago
We felt like we had a break from the world. It was peaceful, very cozy, charming, and comfortable. We slept like babies, even though it was cooler weather and we had to put wood in the stove for heat (something we enjoyed immensely). Kitchen was reasonably equipped, so we just cooked our own meals. If you’re ok with a few bugs and spiders here and there (nothing dangerous), you’ll love it. We plan to be back.
Superhost
Cottage in New Albany
4.89 out of 5 average rating, 105 reviews

Lakeview Cottage on Zwickers Lake

EllenRating, 5 stars6 months ago
Great location for getting away from everyday life. multiple lodgings if ever you want to rent as a family unit. the water access and equipment is a bonus!
Guest favorite
Cottage in Middleton
5 out of 5 average rating, 6 reviews

Cozy one bedroom cottage near the Bay of Fundy

StevenRating, 5 stars7 months ago
A wonderful gem of a place! This cottage is very cozy and the serene location made a very relaxing stay. The description doesn’t do this place justice, we will certainly be back again. Thank you Sharon for being such a great host.
Guest favorite
Cottage in South Brookfield
4.96 out of 5 average rating, 68 reviews

Hidden Hideaway on Molega Lake

MaryRating, 5 stars3 months ago
We stayed here over New Year’s and it was the perfect getaway. Super comfortable, cozy woodstove, and amazing views. We’d definitely return!

Destinations to explore

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