Vacation rentals in Benjamin Bridge

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Top-rated vacation rentals in Benjamin Bridge

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Top guest favorite
A wooden sign is seen with the word 'Namaste' artistically crafted in metal lettering. The sign is surrounded by a natural setting, suggesting a peaceful ambiance. Green foliage is visible in the background, adding to the serene atmosphere.
Tiny home in Wolfville
4.99 out of 5 average rating, 255 reviews

Magnolia Corner Small Footprint Vibrant Community

Nestled between stellar magnolias on Wolfville's finest Avenue sits Magnolia Corner (MC). An eye for detail has this studio gem bursting with light color and personality. Take a leisurely stroll from MC to Wolfville's smorgasbord of gastronomical delights and boutique shopping. Minutes from botanical gardens, acclaimed trails for outdoor fun, and local brewers, distillers and vintners. Newly updated, the indoor and outdoor amenities of your tiny home away from home will inspire your experience.

Top guest favorite
The living area features a comfortable cream-colored sofa paired with two accent chairs, set on a light-colored area rug. A wooden coffee table sits in the center, while modern teal pendant lights hang from the ceiling. Large glass doors open to a private patio with valley views.
Guest suite in Wolfville
4.98 out of 5 average rating, 174 reviews

Nestle Inn Gaspereau

This spacious, brand new guest suite is in easy walking distance of all the highlights of Gaspereau & only a 5 min drive to Wolfville & Acadia University! Walk 5 mins to Benjamin Bridge winery, check out our local farm market & explore gorgeous nature trails right outside! Or just "nestle in" and take in amazing valley views from your own private covered patio! *Please Note: guests must climb 2 flights of stairs to access the suite from parking; may not be suitable for mobility-impaired persons.

Top guest favorite
A cozy living area features a plush blue couch accompanied by a leather armchair. Natural light streams through large windows, illuminating a small table. A workspace is visible in the background, equipped with a desk and chair, offering a dedicated area for productivity.
Apartment in Wolfville
4.93 out of 5 average rating, 167 reviews

Eloft Executive Apartment Wolfville

The Eloft Apartment Wolfville is a loft-style executive apartment ideally situated one block from all the best Wolfville has to offer - Main Street shopping and dining, wine tours, or hiking/biking the trails. This apartment is fully equipped and ideal for short or long-term term stays. Simply move in and live in this peaceful convenient residential neighborhood. The apartment can be set up as a one bedroom plus den or two bedrooms - you can choose whether to bring friends or family with you!

Top guest favorite
A restored cabin features a private hot tub on the deck, surrounded by greenery. Soft evening lights illuminate the exterior, highlighting the weathered wood and shingles. Nearby, colorful houses add a charming backdrop, with the setting sun casting a gentle glow over the scene.
Guesthouse in Centreville
4.95 out of 5 average rating, 108 reviews

Halls Harbour BOAT HOUSE Cottage w/Hot Tub

This seaside heritage cabin is an ideal getaway place which has welcomed more than 1000 guests since 2017. Wake up to the sound of the ocean waves and enjoy beautiful sunsets while relaxing in the hot tub overlooking the Bay of Fundy. Take the steps to the beach and beachcomb for treasures. Prepare your own meals or enjoy a meal next door at the famous Lobster Pound Restaurant. Experience the Annapolis Valley, including visiting wineries, hiking Cape Split or watching the world's highest tides!

Top guest favorite
A modern open-plan living space is featured, showcasing a stylish kitchen with stainless steel appliances and a central island with seating. A comfortable seating area includes a dark sofa and two minimalist chairs. Natural light enters through the window, complementing the warm wood flooring.
Loft in Wolfville
4.99 out of 5 average rating, 291 reviews

Stylish & modern 1 bed apt. Great location.

A modern designed, newly built apartment in a fantastic location that is a few minutes walk to everything in Wolfville. The 1 bedroom apartment consists of a queen size bed, a full kitchen and bath, seating for 4 in the living area, a dining table, bar seating, and a small outdoor patio space. The apartment is fully detached from our house and above the garage. There is a smart TV and WiFi as well as Air Conditioning and on site parking for one vehicle. This is a pet and smoke free apartment.

Guest favorite
An open and airy living space is framed by large windows, allowing natural light to illuminate the wooden walls. A long dining table with chairs is positioned next to a cozy seating area, which features two comfortable chairs and a small table. The outdoor view showcases green hills.
Chalet in Wolfville
4.9 out of 5 average rating, 189 reviews

Chateau Gaspereau - A Wine Lovers Haven

When travelling to the wine country of the Annapolis Valley, you couldn't ask for a better stay. Sitting on almost 3 treed acres with a breath taking private view of Gaspereau Valley, this home is only 5 minutes from Wolfville and across the road from the Benjamin Bridge Winery. We are also just minutes away from Gaspereau River Tubing, the Wine Bus Tour and many, many other very popular wineries and restaurants. There is plenty of space to entertain both inside and out. This spot is a GEM!

Top guest favorite
The exterior of the guesthouse is illuminated by warm lights, showcasing a welcoming entrance. The porch is decorated with two dark chairs facing the front, and light wooden steps lead to the entrance. A wooden fence borders the property, and trees are visible in the background.
Home in Wolfville
4.99 out of 5 average rating, 235 reviews

New Guesthouse in the Heart of Wolfville

WELCOME to the Guesthouse @ 303! We welcome you to our new Guesthouse. Two bedrooms on the upper level with the kitchen, living and bathroom on the main level make it ideal for families. Air conditioning, brand new appliances including washer and dryer and a Roku TV. We love our furry friends so we are conditionally pet-friendly. You must request pre approval for your small breed pet then we will navigate together the additional cleaning fee at that time. No partying or smoking, please!

Top guest favorite
The living area features a blue sofa, a yellow accent chair, and a stylish table with four seats. A large TV is mounted on the wall, with a soft rug below that complements the decor. Large windows allow natural light, offering views of the surroundings.
Hotel room in Wolfville
4.99 out of 5 average rating, 110 reviews

Blomidon Suite, #204 - Hotel Wolfville (2bedroom)

Located in the heart of Downtown Wolfville, Suite 204 is our accessible suite that is a spacious two bedroom layout perfect for a group or two couples. With a balcony and views of Cape Blomidon you can't go wrong. This suite uniquely has accessibility features and the building has an elevator for added comfort and ease during your stay. With a full kitchen, rainfall shower head, 55" Smart TV, comfortable furnishings, washer & dryer, large windows, you'll wish you never had to leave!

Top guest favorite
Apartment in Port Williams
4.96 out of 5 average rating, 479 reviews

Bright 2BR Retreat | Fireplace + Valley Views

Stay in the heart of Port Williams in this newly renovated 2-bedroom unit, thoughtfully designed for comfort and filled with natural light — the perfect home base for your Valley getaway. Step outside and you’re less than a 2-minute walk to local favourites like The Noodle Guy, The Port Pub & Bistro, The Port Taproom, and Bay of Fundy Brewing. Enjoy quiet village charm with Wolfville just 5 minutes away and easy access to explore the Annapolis Valley.

Top guest favorite
An attractive blue house stands amid a natural landscape, showcasing a multi-level design with a porch and balcony. Surrounding greenery and a firepit area are visible, along with open lawn space. A gravel path leads up to the property, enhancing accessibility.
Home in Wolfville
4.96 out of 5 average rating, 122 reviews

Tide & Vine | Vineyard Stay Near Wolfville | 3BR

Vineyard retreat in the heart of Gaspereau Valley, minutes to Wolfville. Perfect for wedding groups, wine tours, and relaxing Valley getaways. ✔ 3 bedrooms | 2.5 bathrooms ✔ Sleeps 6 comfortably ✔ 2 living rooms (perfect for groups) ✔ Full kitchen + island seating ✔ Private balcony + fire pit ✔ Laundry + strong Wi-Fi Whether you’re here for a vineyard tour, a wedding weekend, or a quiet Valley escape, this home gives you space, privacy, and location.

Top guest favorite
The modern barn-style guest house is set against a colorful sunset, showcasing large windows that provide panoramic views of the surrounding vineyards. The exterior features light-colored siding and a sloped roof, with a small decorative cupola at the peak.
Barn in Port Williams
5 out of 5 average rating, 287 reviews

Vineyard Vacation Rental

Unique and modern vacation rental with breathtaking views of the Annapolis Valley. The barn is nestled in a working vineyard and home to Beausoleil Farmstead, a boutique winery and cidery. In close proximity to local amenities, guests have easy access to a great experience. Take a walk through the vineyards, visit the boutique, and engage with the hosts to learn more about viticulture as well as wine and cider making.

Guest favorite
A two-story carriage house showcases a light-colored exterior with evenly spaced windows. Surrounding greenery includes mature trees and flowering shrubs. The entrance is framed by a small porch, offering a welcoming aspect to the home.
Home in Wolfville
4.86 out of 5 average rating, 137 reviews

The Carriage House

The Carriage House is a 2-bedroom, 2-bath stay in the heart of Wolfville, Nova Scotia — just steps from Main Street and across from Wolfville Middle School. Walk to Acadia University, wineries, cafés, and downtown shops. Sleeps up to 6 with a pull-out couch, full kitchen, dedicated workspace, laundry, private back deck, and parking. A perfect base for exploring the Annapolis Valley year-round.

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