Vacation rentals in Rollingdam

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Top-rated vacation rentals in Rollingdam

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Guest favorite

Tiny home in Bayside

4.88 out of 5 average rating, 48 reviews

"Bayside Baby" - ocean resort town tiny house

"Bayside Baby" is our Tiny House 5 mins from The Algonquin Resort & golf course. Think "breezy Marimekko vibe meets ocean playground". Very handy for delightful St. Andrews-by-the-Sea: whale-watching, fine dining, sightseeing, and more. Vacation on a budget & experience the adventure of Tiny House living. A perfect week's retreat for couples, families or friends (sleeps 3+: 2 in loft, 1 adult (or 2 kids) in twin daybed downstairs and a rolling cot on request). Four adults would be crowded.

Superhost

Cottage in Alexander

4.77 out of 5 average rating, 35 reviews

*Lakeside Cottage* Canoe, Fire-pit, & Fun Times!

Relax at this immaculate lakeside cottage located in Alexander, ME. Poccomoonshine Lake boasts some of the most abundant wildlife in Maine. Your stay is guaranteed to be full of loon calls, excellent fishing and the best sunsets. The cottage comes with your own private dock, canoe, fire pit, hammock, BBQ grill and not to mention comfortable beds and fully stocked kitchen. 20 min away is the Canadian border, upscale golfing, shopping, movie theatre and the cultural hub of downtown Calais. Join us

Guest favorite

Cottage in Moores Mills

5 out of 5 average rating, 132 reviews

10 mins from US/Canada border/Hot tub/Pet friendly

Escape to an enchanting cottage retreat, nestled on the shores of an environmentally protected 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 for a perfect lakeside getaway! ✅ Swimming, Kayaking ✅ Fishing, Pedal boating ✅ Screened-in porch, Arcade ✅ Bonfire pit - firewood provided ✅ Outdoor BBQ ✅ Sleeps 6: 2 King, 1 Queen beds ✅ 51 inch Smart Roku TV ✅ Netflix, Prime ✅ PacMan 1-Up game, Record Player

Guest favorite

Cottage in Machiasport

5 out of 5 average rating, 15 reviews

Oceanfront with Private Beach - Little Bay Retreat

Enjoy a relaxing cottage - retreat in this peaceful oceanfront cottage with a private beach and easy access to the water. Savor the sights, sounds, and smell of the seaside in an Adirondack chair on the back deck. Dine peacefully in the oceanside gazebo. Appreciate the view of Long Point nature preserve across the bay. Explore the Bold Coast of Maine: The Bold Coast Trail, West Quoddy Headlight, Roque Bluffs, Jasper Beach, Lubec, and Campobello Island. Dine at the iconic Helen's Restaurant.

Superhost

Cabin in Baileyville

4.9 out of 5 average rating, 30 reviews

Bouleys Lake House

Relaxing rustic cabin on the lake 25 feet from the shore. The fishing is some of the best in the state! Explore the Grand Falls Flowage which adjoins other lakes. The cabin has all amenities, a full kitchen, full bathroom, two bedrooms, a Livingroom, a screened in porch and deck. Along with free use of two kayaks, pedal boat and paddle board. There is large outdoor fireplace, a grill/flat top griddle. We do have dogs so if you have dog allergies then we do not recommend this rental for you.

Guest favorite

Farm stay in Lubec

4.9 out of 5 average rating, 132 reviews

SPECTACULAR SEASIDE FARMHOUSE

Located in the most eastern town in the US, sits a rustic 1800 farmhouse overlooking the quaint seaside village of Lubec, Maine. This 4 bedroom, 2 bath rental sleeps 8 comfortably and has breathtaking views of the colorful fishing harbor, Canada's Campobello Island, and the famous Moholland Lighthouse. The cottage is immaculate with all amenities and is fully stocked. Enjoy your coffee while you watch the sunrise from your back deck as the local lobstermen get ready to haul their traps.

Superhost

Home in Eastport

5 out of 5 average rating, 4 reviews

Relaxing Sunset Getaway!

This 3 bedroom home has stunning views of Half Moon Bay and the sunsets are SPECTACULAR! Fits 6 people comfortably with two queen bedrooms and one room with twin beds. This property has everything you will need to enjoy a relaxing week away from it all. Enjoy this serene setting, relax around the fire pit and spot the abundant wildlife. Just minutes to downtown Eastport. Near beautiful Campobello Island. Open concept home with large kitchen, flat screen smart tv, WiFi and phone access.

Guest favorite

Cabin in Roque Bluffs

5 out of 5 average rating, 51 reviews

Sunset Cabin by the Sea: Log cabin stunning views

Welcome to Sunset Cabin by the Sea in Roque Bluffs, Maine. Your secluded oceanfront retreat. This property offers so many things things to do you'll want to come back again and again. It's not often you get the seclusion, comforts, amenities and coziness of a modern log cabin with the views and excitement of being oceanfront. Cathedral ceilings in the great room. Amazing views from most rooms in the house. Conveniently located between Bar Harbor, Gardner lake and Lubec.

Guest favorite

Apartment in Bayside

4.93 out of 5 average rating, 106 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.

Guest favorite

Home in Upper Kingsclear

5 out of 5 average rating, 25 reviews

Little Brook air BNB

Family friendly or a couples get away. Relax in the hot tub after a day of Golf at Mactaquac, Skiing at Crab Mountain, day on the water, or looking for driftwood or fishing off the dock. Take ME time relaxing in the gazebo playing a game or grabbing a nap. You will be Close to Mactaquac Park, Woolastook Water Park, Kingslanding Historical Site. Or run into Fredericton for some Shopping Therapy, visit of of our may Micro Breweries, or just take in the sites.

Guest favorite

Cottage in Machiasport

4.97 out of 5 average rating, 29 reviews

Oceanside cottage in remote location. Cottage 2

Relax with the whole family at this peaceful place to stay. Off the beaten path and accessible by car two hours before and two hours after low tide. Beach combing and birdwatching. Kids will love catching crabs and skipping rocks. The serene atmosphere is unmatched and the stars at night are worth the trip. It’s an adventure in relaxation. Take time to slow down and escape the hustle and bustle. No traffic noise, just wind, waves, birds, and serenity.

Guest favorite

Apartment in St. Andrews

5 out of 5 average rating, 29 reviews

Relax in "High Tide" 2 bdrm

Welcome to Tidal Escape - High Tide, a newly built home centrally located, providing ease of access to downtown and Saint Croix River. Find Rest and Relaxation in this two bedroom, one bath, full kitchen and two sitting areas on the second floor with its own entrance. Spacious primary bedroom with a king bed and a second bedroom with a queen and tv.