Vacation rentals in Annapolis

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Top-rated vacation rentals in Annapolis

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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, 235 reviews

Cozy Victorian Tiny Home in Tree Oasis

Only 6 mins from historical Annapolis Royal. Last minute bookings always welcome. Off-season prices in effect. Once used for horse carriages, I converted this into a fully 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, perfect for cycling into town.

Top guest favorite
A quaint seaside cottage is framed by vibrant flowering shrubs and greenery. The wood-paneled exterior features multiple windows and a distinctive yellow door. A set of adirondack chairs is situated on a wooden deck, and steps lead up to the entrance of the cottage.
Guesthouse in Centreville
4.95 out of 5 average rating, 307 reviews

Halls Harbour BEACH HOUSE Cottage w/Hot Tub

This restored seaside guest cottage is an ideal getaway place for couples. Wake up to the sound of the ocean's waves, and enjoy the beautiful sunsets in the private hot tub overlooking the Bay of Fundy. Take the stairs to the beach to beachcomb for treasurers. Prepare your own meals or enjoy a meal next door at the Halls Harbour Lobster Pound Restaurant. A great place to use as home base while exploring the Annapolis Valley, hiking to Cape Split or visiting the many local breweries and wineries.

Top guest favorite
A serene view of the water is framed by gently swaying grasses under a colorful sky at sunset. The open-concept layout of the kitchen and dining area is visible, showcasing a wooden dining table with six chairs, sleek cabinetry, and modern light fixtures.
Apartment in Port Williams
4.99 out of 5 average rating, 166 reviews

NEW 2 Bed Amazing Views Port Williams Wolfville

Relax in this calm, stylish space located in the heart of beautiful Port Williams! This bright, newly-renovated private unit offers plenty of space and natural light with sensational views of the Annapolis Valley. Just a quick five minute drive to Wolfville with easy access to the 101 highway. This luxury 2 bedroom upper unit is less than a two minute walk to outstanding local pubs and restaurants. it’s a perfect spot to explore the many wineries and craft breweries nestled across the valley.

Top guest favorite
An aerial view reveals a serene island surrounded by calm waters, with lush greenery and rocky shorelines. Kayaks and a canoe are visible along the water's edge, alongside an outdoor seating area under the trees, ideal for enjoying the ocean views.
Island in Port Medway
4.98 out of 5 average rating, 169 reviews

the ISLAND - A Charming Island Cottage and Bunkie

The ISLAND provides an amazing and unique escape that is truly one of a kind. This remarkable location is located only minutes off the highway and is less than an 1.5hr drive from Halifax. Enjoy the day exploring the shores and endless ocean views on land or in one of the kayaks or canoes provided. Spend the evenings with your favorite drink (and people) around the bonfire. However you decide to spend your time, we hope you enjoy your stay at this tranquil and picturesque island escape.

Guest favorite
A modern kitchen features navy blue cabinetry and a wooden countertop. Stainless steel appliances include a dishwasher and oven. Wall-mounted utensils and potted plants add functionality and greenery. Natural light filters through the window, illuminating the tiled backsplash and creating a welcoming cooking space.
Cottage in Mill Village
4.94 out of 5 average rating, 194 reviews

The Old Kettle Cabin with Hot Tub

Get cozy and settle in to this inviting space with your significant other, or getaway by yourself for some sought after rest and relaxation. Nestled privately off the road, the cabin offers beautiful views of the Historic Medway River in a tranquil nature setting. Watch the tide come in and out from the large deck, or venture out into the many trails nearby on the electric bikes. This space encourages both adventure and relaxation, and will be sure to bring you and yours closer.

Top guest favorite
The exterior view of the holiday house is presented, showcasing a charming, shingled structure with a sloped roof. Lush greenery surrounds the building, including flowering bushes and manicured grass, under clear blue skies. A chimney can be seen on the side of the house.
Home in Annapolis Royal
4.96 out of 5 average rating, 149 reviews

Holiday House

Hello and welcome to the holiday house at Hummingbird Hill! Conveniently located between exits 21 and 22 off the 101 hwy, we are the ideal location for travelers looking to cross on the Digby ferry. This single level house has all the necessary amenities and is accessible to all. Our large property boasts gardens, fire pits, and yard games. The Rosette forestry trail is also open to all visitors of humming bird hill. We hope you will join us in our little piece of paradise.

Guest favorite
A wooden deck features four Adirondack chairs in black and red, positioned facing the tranquil Bay of Fundy. Lush green grass surrounds the deck, leading to the shoreline, while the rocky coast and distant trees provide a serene backdrop under a cloudy sky.
Cottage in Berwick
4.89 out of 5 average rating, 167 reviews

Seaside Escape - Wake to Waves & Panoramic Views

Relax and recharge at The Shore, our cozy coastal retreat nestled along the dramatic Bay of Fundy shoreline. Just 40 minutes from the picturesque vineyards of Wolfville and 90 minutes from Halifax. Wake up to the sound of waves, stroll along the beach where the world's highest tides shape the rugged coast, and marvel at breath taking sunsets from your spacious private deck. At night, unwind under a canopy of stars in one of the most peaceful settings you’ll ever experience.

Top guest favorite
A sun-filled sunroom showcases a mix of comfortable seating arrangements, including wicker chairs and a coffee table. Large windows provide expansive views of the surrounding landscape, while potted plants add a touch of greenery to the inviting space.
Guest suite in Canning
4.92 out of 5 average rating, 237 reviews

Romantic getaway with a view double jacuzzi tub.

Take it easy at this unique and tranquil getaway. View The Annapolis Valley in the 40ft. sunroom or enjoy the changing tides of the Minas Basin. Relax in the 2 person jet tub after a hike to Cape Split or near by beaches Snuggle in front of the fireplace for a romantic evening. A seasonal restaurant and Look Off Park is located just a short walk away or if you prefer to cook we have a few small cooking appliances. Microwave, Hotplate oven, BBQ everything you need.

Guest favorite
A modern loft-style unit is shown at dusk, illuminated by large windows. A wooden deck extends outdoors, featuring two blue adirondack chairs. The surrounding grassy area is sparse, indicating recent landscaping. The structure showcases clean lines and a contemporary design against a cloudy evening sky.
Townhouse in Berwick
4.94 out of 5 average rating, 120 reviews

Bayfront 2-Bedroom

Modern 2 bedroom, 2 bathroom, loft style unit on a 4 acre lot with unbelievable views located on cliffs of the Bay of Fundy. (The cliffs of the Bay of Fundy has been designated a UNESCO Global Geopark site) Just a short few minutes away Harbourville beach, restaurant and fish market (open during fishing season). Berwick is 20 mins away and has all the amenities you may need. Vacation in style and enjoy your views of the highest tides in the world.

Top guest favorite
Home in Lunenburg
5 out of 5 average rating, 144 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.

Top guest favorite
The lighthouse-shaped cottage is positioned on a gentle slope, featuring a distinct red roof. Below, the Bay of Fundy unfolds, showcasing a sandy beach and lush greenery lining the coastline. The scene captures a sense of tranquility, framed by the expansive ocean and distant cliffs.
Lighthouse in Orange Hill
4.99 out of 5 average rating, 132 reviews

Unique Lighthouse Cottage | Bay of Fundy Views

Perched on a hillside overlooking the Bay of Fundy, this unique lighthouse-shaped cottage offers a cozy one-bedroom retreat that captures the spirit of coastal living. The top-floor living room is the highlight, with panoramic windows framing sweeping ocean views and the nearby sea caves. From this elevated space, guests can relax and watch the ever-changing tides. A short walk down the hill leads directly to the beach.

Top guest favorite
A modern log cottage is nestled among tall trees, softly illuminated by string lights. The structure features a welcoming porch with seating, enhancing a connection with nature. A clear path leads to the entrance, surrounded by a natural landscape of grass and stones.
Cottage in Greenfield
5 out of 5 average rating, 175 reviews

The Harmony Grand at Molega Lake

Harbour Acres Cottages offering: 5⭐"The Harmony Grand". A private modern log cottage perched on the serene shores of Molega Lake; Nova Scotia's South Coast cottage country. Experience this two bedroom, full bathroom, kitchen, & living room lakefront accommodation for either a short overnight stay or a longer vacation. We cater to all travelers! Breakfast is included*

Popular amenities for Annapolis vacation rentals