Holiday rentals in Middleton

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Top-rated holiday rentals in Middleton

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Guest favourite

Cabin in LaHave

4.96 out of 5 average rating, 266 reviews

Shackup A-frame— Private Hot Tub & Big Ocean Views

Escape in this vintage inspired 1960’s A-frame near the beach. Facing out to the sea this place offers up some spectacular glamorous vibes. Sip cocktails in front of the iconic fireplace, serve up your dinner on the vintage tableware, soak away the day in the private cedar hot tub, groove to the curated record collection, tuck yourself into the feather bed and dream of morning coffee on the roof top deck. This is an alluring getaway you won’t soon forget. Come fall in love with the love triangle

5–12 Sep

₹39,835 per night

Guest favourite

Tiny home in Middleton

4.95 out of 5 average rating, 22 reviews

Cozy, 1-bedroom tiny home by the Bay of Fundy

NS Registration # RYA-2023-24-03271619552440254-12468 Recently converted from a one-room bunkhouse, this tiny home is ready for a single person or a couple looking for a quiet getaway. Grocery stores, pharmacy, bank, restaurants, day spa, pub, liquor store and post office are a 10-minute drive away in Middleton. Enjoy breakfast, a book, and/or yoga on the private, shaded deck. Want a day trip? Whale-watch off Brier Island; kayak in Kejimkujik National Park; visit a winery, craft brewery, a zoo.

17–24 Jan

₹6,530 per night

Guest favourite

Guest suite in Middleton

4.97 out of 5 average rating, 117 reviews

Cozy 3 Bedroom Annapolis Valley Hideaway

Experience comfort and relaxation in our spacious three-bedroom suite, nestled in the heart of the Annapolis Valley. Located in a quiet rural area, our renovated century farmhouse offers a peaceful retreat for your stay, and is an ideal base for exploring the beauty of Nova Scotia. Located within 5 minutes of Middleton, and within 20 minutes of Greenwood, Margaretsville, Cottage Cove, Lawrencetown, and Bridgetown. Annapolis Royal, Digby, Kejimkujik, Kentville, and Wolfville are within an hour.

16–23 Feb

₹8,028 per night

Guest favourite

Home in Digby

5.0 out of 5 average rating, 129 reviews

The Beach House

No cleaning fees. The Beach House is about 15 minutes from of Digby & Digby Pines Golf Course. It is the perfect base for your whale watching trip. Explore Annapolis Royal, Kejimkujik, Bear River & Digby Neck, but make sure you leave time to relax on the deck & watch the fishing boats, maybe even whales & dolphin. Comb our rocky, cobblestone shoreline for sea glass or a special rock. Swim our cold, clear water if you dare! Digby is a fishing port so there is always lots to see there too.

18–25 Jun

₹14,624 per night

Guest favourite

Cottage in Morden

4.97 out of 5 average rating, 149 reviews

Cozy Cottage in Quaint Village with Coastal Views

Steps from the Bay, tucked down a private lane in the quaint village of Morden, this cozy 1 bed cottage is the perfect coastal retreat. Newly renovated, it has everything you'll need for your stay. Sit by the wood burning stove and enjoy views of the nearby cliffs, or sunset views of the Bay from the dining area. Small but full kitchen, and a brand new four piece bath, including a soaker tub and outdoor shower off the bedroom. Private yard with outdoor seating to enjoy views. @grovecottage_ns

16–23 Jun

₹8,104 per night

Guest favourite

Tiny home in Saint John

4.99 out of 5 average rating, 133 reviews

Private Tiny House in the Woods

Ever wondered what it would be like to live in a tiny house? Well, this custom designed, 8'×28', high end tiny house on wheels is your opportunity! Experience tiny house living in a private, wooded setting. Fall asleep to the sound of the babbling brook, enjoy a BBQ, camp fire, or cozy up by the tiny wood stove. This is your place to relax and reconnect. There are trails through the woods to explore and a hanging cocoon tent to enjoy beside the brook. Less than 15 minutes from all amenities.

24–31 May

₹9,650 per night

Guest favourite

Home in Crousetown

4.98 out of 5 average rating, 501 reviews

Cozy Riverside Cottage Indoor & Outdoor Fireplace

River music awaits. Escape the hustle and bustle of city life to embrace tranquility of nature nestled in a tiny home on 2 acres along a picturesque river. Stroll along the paths and unwind or cozy up by the fire with a good book. All this awaits you at Herons Rest. This is not just a home; it's a lifestyle! If you feel like venturing out, enjoy the beauty and fun offered by the South Shore, explore its abundant beaches, restaurants, shopping and music there is something for everyone!

4–11 Mar

₹10,599 per night

Guest favourite

Cottage in Cottage Cove

4.96 out of 5 average rating, 166 reviews

Oceanfront Cottage w Sunset Views

Renovated top to bottom in 2019, this stylish cottage is nestled in perfect privacy by the trees with spectacular views of the Bay of Fundy! Start the day with local sourced coffee and teas, in a well-appointed kitchen. Spend your time exploring the shore via private beach access, or watching seals at the nearby park at low tide. Spectacular sunsets are sure to impress, especially from the look-off on the ledge! After the sun goes down, enjoy a fire roasting marshmallows under the stars.

7–14 Sep

₹17,219 per night

Guest favourite

Home in Aylesford

4.98 out of 5 average rating, 162 reviews

The Gatehouse at Maple Brook

For business or pleasure, enjoy your stay in our spacious, bright one bedroom gatehouse. With all the conveniences of home, the central location allows you to explore the richness of the Annapolis Valley. The property is surrounded by mature trees and developing landscaping. Fully equipped for short or long stays with washer/dryer, dishwasher, queen bed, full living and dining areas. Kitchen has Keurig, microwave and full stove and fridge. On Highway 1 and close to exit for Highway 101.

12–19 Oct

₹7,663 per night

Guest favourite

Guest house in Kingston

4.98 out of 5 average rating, 56 reviews

Whispering Oaks Studio

Welcome to our cozy modern studio nestled in the heart of the Annapolis Valley, the perfect location to set up camp and explore all the Valley has to offer. Greenwood, the home of 14 Wing and the Military Aviation Museum a short drive away, 10 mins to Margaretsville, 45 mins the the quaint town of Wolfville. 60 mins to Digby with its scallops and whale watching. 90mins to Halifax - and should you want to visit the south shore - Lunenberg is at the end of a scenic 75 min drive.

17–24 Oct

₹5,959 per night

Guest favourite

Flat in Berwick

4.94 out of 5 average rating, 139 reviews

Wildwood

Berwick is a funky town in the heart of the beautiful Annapolis Valley - an ideal location to explore orchards, vineyards, tides, farm markets and charming towns. Our bright, spacious and tastefully decorated flat is on our lovely country acreage, with gardens and private wooded trails. You are in a quiet, rural retreat yet only 3 minutes from town with groovy restaurants, boutiques, coffee shops and all amenities. This is one of the most vibrant areas of the Valley!

29 Sep – 6 Oct

₹10,900 per night

Guest favourite

Home in Wilmot

4.9 out of 5 average rating, 106 reviews

Elegant home away from home in a country setting.

Kick back and relax in this calm and stylish space. This 500 sq ft 1- bedroom bungalow is situated in Wilmot, NS a small community in the middle of the Annapolis Valley. The 1-acre lot & the surrounding area feature privacy with lots of greens and forest to enjoy your walks or just sit back on the big patio and relax. The renovated home offers elegant furnishing and high-end accessories & equipment. Only minutes to all amenities, highway & the famous "Bay of Fundy".

1–8 Sep

₹8,039 per night