Vacation rentals in Rollingdam

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Top-rated vacation rentals in Rollingdam

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The living area features a sofa set arranged for relaxation, with a coffee table positioned at the center. A large projector screen displays a serene beach scene. An open kitchen can be seen in the background, equipped with modern appliances and a breakfast bar with seating.
Apartment in Bayside
4.97 out of 5 average rating, 177 reviews

Charming Beachfront Apt w/Home Cinema & Coffee Bar

Nestled along this historic beachfront is this inviting lower-level apartment with breathtaking sunset views from the private pergola overlooking the water. Inside you’ll have everything you need for a relaxing stay with a fully equipped kitchen and coffee bar, a huge theatre screen with a popcorn machine, stylish dining, 2 bedrooms and a modern bathroom stocked with all the essentials. Walk just steps to the beach and only mins to charming St. Andrews with its great food and historic streets.

Top guest favorite
Loft in Oak Haven
4.98 out of 5 average rating, 210 reviews

Safe Haven loft Waterfront with Kayaks & Hot Tub

Cute coastal, apartment on the scenic tidal Oak Bay. Relax outside & enjoy the views & watch the amazing tide change, walk on the ocean floor, explore the beach & go kayaking! Lovely space with open living/dining/kitchen area. Master Bedroom with Queen Bed and a small second bedroom w/2 twins! All new memory foam mattresses. Includes use of beach, canoes (2) kayaks (4) BBQ, fire pit w/wood, lawn chairs, pergola, hottub (avail May1-Nov1) , Coffee/tea. Plans for a heated Pool coming July 2026!

Guest favorite
A cheerful blue cabin features a bright yellow door and white window accents. Four kayaks in vibrant colors rest on the grassy area in front, alongside wooden steps leading to the entrance. Planters are positioned by the cabin, adding to the welcoming outdoor space.
Tiny home in Oak Bay
4.84 out of 5 average rating, 411 reviews

Turning Tides Tiny Ark Airbnb And Miniatures Farm

We at Turning Tides know that people are going through a lot right now. We want to encourage folks to: get out of their apartments, get out of the city, stay safe and sane somewhere you can have some space! Use our kayaks to enjoy the famous Bay of Fundy that’s located steps away. Or take in the tides from the back deck while you BBQ some dinner. Come have a fire! Sit and watch the entertaining animals we have. Come Enjoy! *WIFI IS SPOTTY! DOWNLOAD MOVIES IF YOU WANT THEM ON YOUR PHONE :)*

Top guest favorite
A charming lakeside cottage is framed by lush greenery, showcasing a large deck with seating. Expansive windows reflect the serene waters of the lake, creating a harmonious connection between nature and the retreat.
Cottage in Moores Mills
5 out of 5 average rating, 169 reviews

Love The Cottage/King beds/Hot tub under the stars

Escape to an enchanting cottage retreat, nestled on the shores of Moores Mills lake. Immerse yourself in the serene beauty of nature as you soak in the hot tub and gaze out over the tranquil waters. Everything you need to make beautiful memories! #cozycanadiancottage ✅ Swimming, Kayaking ✅ Fishing, Pedal boating ✅ Arcade Pac-Man, Record Player w/ 45’s ✅ Bonfire pit - free firewood ✅ Outdoor BBQ ✅ Sleeps 6: 2 King, 1 Queen bed ✅ 51 inch Smart Roku TV ✅ Amazon Prime, Roku ✅ Screened inporch

Guest favorite
A rustic cabin features a bright red exterior with white accents, a front door adorned with nautical decor, and steps leading up to a covered porch. A rocking chair is positioned on the porch, offering a spot to relax. The surrounding landscape includes grassy areas and trees.
Place to stay in St. Stephen
4.97 out of 5 average rating, 195 reviews

Cozy Rustic Cabin w/Hot Tub

Our rustic cabin is the perfect space for those who want to enjoy a cozy, nature inspired getaway with quick access to St. Stephen, St. Andrews and the U.S border. Unwind in the bubbling hot tub after a day of exploring and then enjoy the beauty of a crackling fire, or cozy up inside and indulge in a movie marathon. "Our charming cabin accommodates up to 4 guests, with one queen-sized bed and a double pull-out sofa. We warmly welcome you to unwind and relax in our rustic, cozy cabin.

Top guest favorite
A welcoming living room is featured with a dark gray sectional sofa adorned with textured pillows and a knitted throw. A light-colored rug with geometric patterns anchors the space, complemented by a wooden coffee table and a matching side table. Natural light filters through sheer curtains.
Home in St. Stephen
4.92 out of 5 average rating, 137 reviews

Riverview By The Border

Enjoy a stylish experience at this centrally located place, perfectly positioned at the border of St. Stephen and Calais offering breathtaking views of the river and the surrounding natural beauty. From the comfort of your living room, witness the majestic bald eagles and marvel at the tranquil river rapids. Within walking distance, Is the renowned Ganong Chocolate Museum, Doverhill Park, and the Garcelon Civic Center. Nature enthusiasts will be delighted by the nearby parks and trails.

Top guest favorite
A water view captures a spacious property along the shoreline, surrounded by greenery. Smooth stone beaches extend towards the property, while a wooden deck and large windows are visible, indicating a welcoming space to relax and enjoy the scenic surroundings.
Apartment in Bayside
4.93 out of 5 average rating, 135 reviews

Breathtaking St Croix Island Beach Apartment

Enjoy the beautiful St. Croix River on this historically unique property. This two bedroom/two bathroom oceanfront apartment is ready for your next trip. Pet friendly with lovely fenced in backyard and steps to the beach from your livingroom door. 5 minute drive to gorgeous St Andrews by the Sea, 15 minutes to St Stephen and under an hour to Saint John NB. The Airbnb is perfectly placed with a view of the water to watch the amazing 25 foot tides as close as you can get.

Superhost
Guesthouse in Saint Patrick
4.81 out of 5 average rating, 120 reviews

Dominion Hill Country Inn - Harbour Cabin

Harbour Cabin sits in a peaceful, leafy clearing just steps from the forest. The building is shared by a wall with Campobello Cabin on the opposite side, but each offers complete privacy with its own entrance and private bathroom. The queen size bed is complimented by a small seating area. The private bathroom includes a bathtub/shower. The room is air conditioned with a smart television and WiFi. There is a small Keurig coffee maker with complimentary coffee pods.

Top guest favorite
A serene outdoor seating area features six wooden chairs arranged in a circle around a central fire pit, surrounded by lush greenery. The expansive lawn leads to a picturesque view of Oak Bay, providing a tranquil environment for relaxation.
Guesthouse in Oak Bay
4.99 out of 5 average rating, 141 reviews

Woodhaven - Seaside Guest House

Dog-friendly Woodhaven is on the shore of Oak Bay between the St. Andrews and St. Stephen. The 1600 square foot Guest House has an open concept kitchen-dining-living room with gas fireplace; deck with hot tub, barbecue, dining table facing the water; two bedrooms with a king bed in one, and twin beds in the other; three-piece bathroom also has a washer-dryer; fenced yard for pets; canoe and kayak available; keyless entry; wheel-chair accessible.

Top guest favorite
A balcony is shown, featuring a lounge chair positioned for a view of the waterfront. A wooden railing encompasses the space, while a vast expanse of calm water and distant boats are visible. The scene is framed by surrounding greenery and rooftops of nearby buildings.
Cottage in St. Andrews
4.98 out of 5 average rating, 169 reviews

Gull's Landing Guest Cottage

We are located in the heart of downtown St. Andrews, and free parking is provided for you. No need to drive anywhere! Everything is within walking distance. Whatever you are looking for, we have! Restaurants, pubs, pharmacy, grocery store, liquor store, boutiques, hardware store, recreational activities, whale watching, kayaking, bike tours, ghost tours, museums, kids activities, etc. The list goes on and on! Hope to see you this soon!

Top guest favorite
A hot tub is positioned on a wooden deck overlooking tranquil waters, with colorful reflections from the sunset. Nearby, patio furniture includes a small table and four chairs, complemented by two blue lounge chairs on gravel. Lush greenery frames the serene landscape.
Dome in Hayman Hill
4.96 out of 5 average rating, 139 reviews

The Eagles Nest Dome | Lake-view w/ hot tub

Located 20 minutes from St. Andrews, and 10 minutes from Maine, USA, on private waterfront property, our Eagles Nest dome provides everything you need for a special getaway. Whether inside enjoying the king size bed, outside soaking in the hot tub, or paddling the lake in our included kayaks, you will never tire of the natural beauty all around you. The perfect place to relax and recharge.

Top guest favorite
A private deck offers a scenic view of the St. George Basin and its surrounding greenery. Sunlight reflects off the calm waters, framed by lush trees and distant hills. The wooden railing adds a rustic touch, enhancing the serene outdoor space.
Guest suite in St. George
4.91 out of 5 average rating, 116 reviews

River View Retreat

Relax on your private deck over looking the Eagles Nest on the famous St. George Gorge and Basin. Walking distance to restaurants, shops, (restaurants, and pub close at 9pm) walking / Biking trails, the St. George falls. Short drive to fresh water and salt water beaches, places to put your kayaks in. Close to St. Andrews by the sea, New River Beach, golfing and the U.S border.

Popular amenities for Rollingdam vacation rentals

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  4. Charlotte County
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