
Holiday rentals in Simms Settlement
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Simms Settlement
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Simms Settlement holiday rentals
Other great holiday rentals in Simms Settlement
Top guest favourite

Home in Boutiliers Point
5 out of 5 average rating, 66 reviewsSecret Beach House
HeikeRating, 5 starstoday
Really the perfect house for the holidays. Great reception and lots of small details. The house is in a dream location, lovingly furnished and perfectly equipped. There's really nothing missing here. Super nice host with great tips and very good accessibility. If we come back to Nova Scotia, we will definitely book the Secret Beach House again. Dear Courtenay, thank you so much for everything. It was a pleasure meeting you.
Guest favourite

Flat in Chester Basin
4.94 out of 5 average rating, 33 reviewsChester Basin Place
VickyRating, 5 stars2 weeks ago
This place was so charming and perfect for what we needed. We we just stopping for the night. We could see ourselves staying here again maybe for longer next time. Peggy’s cove, Lunenburg and the Swiss air site were all within an hour. You won’t find a more friendly accompanying host. We got in fairly late and Steve was up. He had messaged us a few hours before to let us know the space was ready whenever we got there. He was helpful with suggestions and even left a little basket with some treats for us and our dog.
Top guest favourite

Cottage in Chester
4.98 out of 5 average rating, 60 reviewsHot Tub, private 10 acres, trails, close to lake
AndrewRating, 5 stars3 days ago
This property was amazing. So secluded. Very clean and comfortable and has an amazing trail system that we walked every morning just to take in the peacefulness. We will certainly be returning to this property in the future!

Cabin in Hubbards
4.64 out of 5 average rating, 14 reviewsPeaceful Lily Pad Cottage in Hubbards
MatthewRating, 5 stars3 months ago
Enjoyed my stay at the beautiful Lily Pond cottage. Stefano was excellent at communicating and prompt with assistance when needed. Excellent location and would highly recommend!
Guest favourite

Cottage in Chester
4.95 out of 5 average rating, 86 reviewsThe Boathouse on Scotch Cove
DerekRating, 5 stars1 month ago
Absolutely perfect is how I would describe Kristine's place. Nestled in an ocean cove, the boathouse is clean, bright and extremely cozy. The woodstove was nice for the cool nights. Amazing views and access to the water. I didn't use the kayaks but I walked the beautiful trail at Graves Island Park which is a one minute drive from the boathouse. Grocery shopping is a few minutes drive to Chester. Easy driving distance to Lunenburg, Bridgewater and South Shore beaches. I let Kristine know ahead of time that I was towing a utility trailer and she made arrangements for me to park it at a nearby property. Thank you Kristine! Great host, great stay, great area. I did not want to leave but I will be back!
Top guest favourite

Home in Nova Scotia
4.9 out of 5 average rating, 41 reviewsThe Blue Cottage
MarthaRating, 5 starstoday
JP was very friendly and we enjoyed the animals.
Top guest favourite

Bungalow in Lunenburg
5 out of 5 average rating, 84 reviewsOcean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath
MaeveRating, 5 stars1 week ago
We thoroughly enjoyed our getaway at Jay’s! The stunning view, large windows, wrap around deck with jacuzzi, and inviting decor made us feel comfortable and relaxed from the moment we entered the space. It was extremely well equipped- they thought of every amenity we could possibly need to make our stay enjoyable. We would highly recommend Jay’s place if you are looking for a peaceful getaway that is close to Lunenburg!!
Top guest favourite

Cottage in Chester Basin
5 out of 5 average rating, 49 reviews5 Star Lakefront Cottage on Tranquil Hennigar Lake
SoniaRating, 5 stars1 month ago
Ian and Sandi’s family cottage was perfect, like finding a piece of paradise. It was even more beautiful than the pictures and descriptions portrayed. Beds and linens were amazing, kitchen was well stocked with everything you could need, beautifully and thoughtfully decorated. It’s spacious both inside and out. We can’t wait to go back.
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Oak Island
- Cresent Beach
- Crescent Beach, Lunenburg County, Nova Scotia
- Halifax Citadel National Historic Site
- Atlantic Splash Adventure
- Rissers Beach Provincial Park
- Hirtle's Beach
- Cape Bay Beach
- Rainbow Haven Beach
- Bayswater Beach Provincial Park
- Point Pleasant Park
- Canadian Museum of Immigration at Pier 21
- Maritime Museum of the Atlantic
- Grand Desert Beach
- Dauphinees Mill Lake
- Conrad's Beach
- Beach Meadows Beach
- Oxners Beach
- The Links at Brunello
- Halifax Public Gardens
- Halifax Central Library
- Lawrencetown Beach Provincial Park
- Battery Point Beach
- Chester Golf Club