Vacation rentals in Middleton

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Top-rated vacation rentals in Middleton

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Guest favorite
The exterior of the tiny house is illuminated by warm light emanating from the glass doors, highlighting its inviting entrance. The surrounding natural environment is visible in the dusk, with hints of trees and greenery blending into the evening sky.
Tiny home in Annapolis Royal
4.81 out of 5 average rating, 258 reviews

Cozy Victorian Tiny Home in Tree Oasis

Only 6 mins from historical Annapolis Royal. Last minute/same day bookings always welcome. Once used for horse carriages, I converted this into a private, self-contained tiny house/guest suite. (It has a kitchenette; however it is not suitable for large scale, full course cooking.) Spectacular views of North mountain, nestled in the famed fertile Annapolis Valley. Peach tree growing region. Railway turned nature trail practically across the street, beyond ballpark, perfect for cycling into town.

Top guest favorite
A blue single-story house is set within a lush green lawn, surrounded by trees. A picnic table is positioned nearby on the grass, offering a space for outdoor gatherings. The home features a white door and a window, framed by landscaping that enhances the natural setting.
Guest suite in Middleton
4.99 out of 5 average rating, 104 reviews

Elegant home away from home - Valley View

Away from it all and under the stars. This modern unit offers a relaxing, quiet experience. Conveniently located just off Hwy 101, close to amenities and the famous Bay of Fundy (highest tides in the world). Enjoy your own semi-private space in our backyard with a stunning view of the valley. See the sunrise while sipping your coffee, splash in the pool on hot days and have your BBQ at the picnic table. Look at the stars while the firepit keeps you cozy or snuggle up inside on those rainy days.

Top guest favorite
Guesthouse in Paradise
5 out of 5 average rating, 15 reviews

Paradise Coach House/Maisonette à Paradise

This stylish unit in the quaint village of Paradise is the perfect pied-à-terre to explore all the wonders of the Annapolis Valley, in Nova Scotia. Whether you are a nature photographer, sports buff, gardening enthousiast or History geek this centrally-located flat will get you anywhere in the region within minutes. This space is ideal for two. There is a queen size bed. if traveling with a child or if you would prefer not to sleep in the same bed, there is a chair that unfolds to become a bed.

Guest favorite
An aerial view showcases the modern A-frame cottage enveloped by lush greenery. A spacious wooden deck extends from the home, featuring a cedar hot tub and various outdoor seating areas, providing an inviting space to enjoy the surrounding nature.
Cottage in Waterville
4.87 out of 5 average rating, 113 reviews

Nova Scotia A-Frame with Hot Tub

Welcome to the Nova Scotia A-Frame! This striking cottage is located in Aylesford Lake, Annapolis Valley. Over 3 years, the a-frame has been developed with immense passion and a keen eye for detail. Exuding relaxing vibes, the organic neutral tones inside allow you to fully absorb the natural surroundings. Enjoy a morning soak in the cedar hot tub followed by yoga on the top deck. Fine dining at a nearby vineyard, then a glass of wine by the wood stove. You've just found your next getaway!

Top guest favorite
The cabin's exterior is framed by trees, illuminated by warm interior lights that reflect off large windows. A spacious wooden deck is visible, featuring two red chairs positioned towards the inviting entrance. The structure showcases a triangular gabled roof and a charming mix of wood siding.
Cabin in LaHave
4.97 out of 5 average rating, 919 reviews

East Coast charm, cabin and hot tub by the river

The perfect location to explore the very popular South Shore of Nova Scotia. Close to beaches, cafes, restaurants, charming fishing villages and many other amenities. Come for a magical getaway. Tucked away in the woods along side a babbling brook. Enjoy morning coffee on the deck, BBQ your dinner overlooking the river, groove to our vintage record collection, keep toasty by the wood stove and float in the hot tub under the stars. This is a wonderful cabin experience you won't forget!

Top guest favorite
A serene lakeside view is captured with sunlight glistening on the water. The beach is lined with gentle waves, and a wooden dock is visible leading into the lake. A railing runs along the deck where seating is provided, set against lush greenery.
Cottage in Middleton
4.93 out of 5 average rating, 96 reviews

Serene lakefront living. Two bedroom cottage.

Relax with the whole family at this peaceful paradise on Trout Lake, New Albany, NS. Enjoy magical sunsets from the large lakeside patio, comfortably furnished screen room or firepit. Take in the scenery via kayaks, paddle boat or bicycles. A quick float or a short walk with water shoes will take you to a swimming area with a floating dock complete with cup holders & reclining seats. BBQ & full kitchen on site. WiFi, Sat TV, & outside/inside games provided for your entertainment.

Top guest favorite
A charming cottage is perched on stilts amidst lush green foliage. Large windows provide expansive views, allowing natural light to fill the space. The surrounding landscape features a blend of trees and grass, creating a peaceful and serene atmosphere.
Cottage in Margaretsville
4.89 out of 5 average rating, 147 reviews

Margaretsville Cottage

Take it easy at this unique and tranquil getaway. Located on the North shore of The Bay of Fundy, this home will capture your heart with the most spectacular views on the Bay and the most breathtaking sunsets. The wall of windows will give you the ultimate view of the Bay. Sit on the outdoor deck and enjoy the breeze, smell the campfires on the beach or watch the tides come and go. Take a stroll along the beach, visit the HIstoric LIghthouse or pop into the Art Shack.

Guest favorite
The charming two-story home features a welcoming front porch and a gabled roof. Lush green trees surround the property, providing shade. A gravel pathway leads to the entrance, and a red vehicle is visible in the driveway. The landscape includes decorative plants and bushes.
Home in Middleton
4.95 out of 5 average rating, 62 reviews

Peaceful Central Valley home w/ CalmGardens&wifi

This peaceful home comes with amenities such as Wi-Fi and your first day free coffee/ and tea . The Keurig machine is a K Cup and Carafe maker. If you want to go to restaurants, shops, and cafes, we're within walking distance. Tim Hortons a short drive away. In the heart of the fabulous Annapolis Valley. It will enchant you with its unique charm. Shop the local fruit markets, antique shops, and craft stores. Golf nearby. A Short drive to the wineries and the Bay of Fundy.

Guest favorite
An aerial view showcases the cottage nestled among dense trees, with a clear path leading to a private waterfront. A firepit is visible by the lake's edge, surrounded by natural landscaping, offering a peaceful retreat in nature.
Cottage in Middleton
4.84 out of 5 average rating, 140 reviews

Waterfront Cottage on Lake w/ Hot Tub + Game Room

Escape to the tranquility of nature with our spacious 2-bedroom cottage, perched on the edges of Waterloo Lake. Centrally located in the heart of Annapolis Valley; you are within driving distance to some of Nova Scotia's best destinations. With a 150-foot waterfront access you get to enjoy stunning sunrises and sunsets every day. The perfect retreat for families or groups of friends seeking a relaxing getaway, our cottage offers the ultimate in coziness and fun.

Top guest favorite
Home in Kentville
4.98 out of 5 average rating, 443 reviews

Hot Tub Retreat | Valley Views | Near Kentville AC

Welcome to “The Twelve,” a luxury 2-bedroom retreat set privately in the Annapolis Valley, just 15 minutes from Wolfville. Perfectly located for exploring the region’s wineries and craft breweries, this stylish home offers a relaxing and elevated getaway. Step into a bright, open-concept space with a modern kitchen and peaceful valley views. Unwind in the private hot tub with your favourite wine, or take in beautiful sunrises and sunsets from the deck.

Top guest favorite
The exterior of the cozy chalet is framed by trees, showcasing a blend of stone and wood accents. A stone pathway leads to a welcoming entrance, with seating areas on the porch. A rustic outdoor fireplace adds charm to the natural surroundings.
Chalet in Middleton
4.96 out of 5 average rating, 82 reviews

Country Inn by the Bay - Chalet

A European style country inn, restaurant and 63 acre forest OPEN YEAR ROUND, just 1 km from the Bay of Fundy. Surround yourself with the comfort of nature in this quaint, cozy tiny house known as The Chalet. Unique features are the sauna, wood stove and kitchenette. In the morning, a European style continental breakfast is served in the guest lounge. Enjoy this hearty breakfast on the large deck with other guests or in the privacy of the chalet.

Top guest favorite
Home in Lunenburg
5 out of 5 average rating, 180 reviews

Ocean Front #3 HotTub Sunset RoofTopDeck BBQ 2bath

Waterfront Cottage: Huge deck, sun sets, Private Hot Tub: 6 Person tub for 2. Panoramic Water Views: Modern Cabin: privacy and a peaceful environment. Large Deck: outdoor living space both you can take in the sun or retreat into the share. Nature Retreat with wildlife Romantic Escape: for couples, Heated floors, Shower tower, queen master, an extra guest could sleep on the couch. Super private chefs kitchen. Well equipped for all seasons.

Popular amenities for Middleton vacation rentals