Holiday Homes in Oakland

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Featured Holiday Homes in Oakland

Entire house, Bridgewater. 2 Bedrooms, sleeps 4, 1.5 baths
10.0 out of 10, Exceptional, (83)
"This was our 3rd stay at the property and it has maintained the same high standard of comfort and cleanliness. "
Entire house, Bridgewater. 2 Bedrooms, sleeps 4, 1.5 baths
Tranquil coastal hideaway 400 meters from the water’s edge
10.0 out of 10, Exceptional, (11)
"We came to Nova Scotia to find a property to purchase and it was so nice to come home every night to sweet Knotting Hill. Everything by was neat and orderly and comfortable and the owners so easy and helpful! They found us our realtor and she was also fantastic! 10 out of 10"
Tranquil coastal hideaway 400 meters from the water’s edge
Mahone Bay Hide-Away
10.0 out of 10, Exceptional, (65)
"Lovely stay at Pam’s beautiful place. Steps to all the attractions in Mahone Bay and a short drive to many scenic spots along the South Shore. Very clean place with everything you need. Stunning decor and comfy, feels like home! "
Mahone Bay Hide-Away
Unique Ocean View Hilltop Retreat
10.0 out of 10, Exceptional, (158)
"What a charming farmhouse overlooking the sea! It’s so cozy and welcoming. Feels like a small farmhouse museum with so much to see in the decorating. It was immaculate! As far as hosts Chrissy and Marcel are our all time favorite. They went above and beyond. Lunenburg is quaint with the friendliest of residents. It was a trip we want to repeat. "
Unique Ocean View Hilltop Retreat
Modern three bedroom with Panoramic Oceanview
9.6 out of 10, Exceptional, (13)
"Our group of four just stayed for a week in August and had an incredible time at this property! We found everything to be true to the listing if not better, and the stunning views from multiple directions made our stay even more memorable. We were able to explore a great deal of the surrounding areas thanks to the central location, with short hops to nearby Lunenburg, Mahone Bay, Peggy's Cove, Chester, and of course Halifax and other great destinations. Highly recommended!"
Modern three bedroom with Panoramic Oceanview
The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg
10.0 out of 10, Exceptional, (34)
"Our family of 5 (and a baby) enjoyed our stay at the Salty Cribb II. The house is comfortable, well stocked, and a short distance to a great little store. The owner responded quickly when we did have a question."
The Salty Cribb II- Private oceanfront vacation home just minutes from Lunenburg
The Nest at Deep Cove
10.0 out of 10, Exceptional, (31)
"Lovely house Lovely location Lovely hosts LOVELY!"
The Nest at Deep Cove
Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.
10.0 out of 10, Exceptional, (8)
"Great location and very well equipped."
Relax on the South Shore, steps from 2 beaches, ocean views & hot tub.
Stunning Oceanfront Island Home! On Secluded Cove Near Lunenburg. Car-Accessible
9.8 out of 10, Exceptional, (47)
"Lovely. The fireplace, food, and friends on a La Have island was the perfect getaway. Quiet, relaxing with star-gazing. Highly recommend!"
Stunning Oceanfront Island Home! On Secluded Cove Near Lunenburg. Car-Accessible
The Compass Cottage at Deep Cove
10.0 out of 10, Exceptional, (2)
"The hosts took great care of us. The place was clean and beautiful view. We can’t wait to return"
The Compass Cottage at Deep Cove
Oceanfront 3-Bedroom Captain's House
10.0 out of 10, Exceptional, (7)
"Amazing sunsets, daily visits from a family of deer, bright spacious surroundings, The Captain’s House has it all. It’s clean, quiet and welcoming. Thoughtfully designed & intentionally comfortable. A rare gem!"
Oceanfront 3-Bedroom Captain's House
Dome Two - Experience the ocean like never before. Private hot tub!
9.8 out of 10, Exceptional, (8)
"Unbelievable views Porpoises doing a synchronized swim routine "
The price is AU$537
includes taxes & fees
17 Nov - 18 Nov
Dome Two - Experience the ocean like never before. Private hot tub!
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
9.8 out of 10, Exceptional, (80)
"It doesn't get any closer to the eater than this! We loved spending time outside enjoying the view. It was very private and exactly what we hoped it would be."
Private Island, Ocean Front, Aspotogan Peninsula, South Shore Nova Scotia
RYA - 2023 - 24 - 03281153042804049 - 20<br>House with four bedrooms and deck
7.8 out of 10, Good, (8)
"Great house. Some of the furniture needs changing like the dining room chairs that are very wobbly.3 bedrooms in basement are only doubles so like my son and his wife that are bigger people they had to sleep separately. All in all there was a great view and it was worth the prixe."
RYA - 2023 - 24 - 03281153042804049 - 20<br>House with four bedrooms and deck
Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay
10.0 out of 10, Exceptional, (10)
"What a charming, cozy, and well maintained rental...it feels like home. If you are an antique collector you will appreciate the furniture & collectibles that can be admired throughout the rental. It has everything you need and more. Pat & Pam were wonderful hosts. I would highly recommend this VRBO if you are traveling to the South Shore. "
Cozy Cape Located In The Beautiful Seaside Town of Mahone Bay
The Lookout Cottage - Private, ocean view home
10.0 out of 10, Exceptional, (30)
"We loved our 4 nite stay at the lookout, it was perfect. We wanted for nothing. Jill and Kevin thought of everything, even leaving us a lovely bottle of wine! We are returning to Maine with very grateful hearts and rested souls! Thank you both."
The Lookout Cottage - Private, ocean view home
Ocean front cottage in the heart of Hubbards.
9.8 out of 10, Exceptional, (41)
"Great, cozy, comfortable, light-filled cottage for two on St Margarets Bay, with view of water from large deck. Close to beaches, South Shore, Peggy's Cove and Halifax area. The village of Hubbards has grocery, cafes, pharmacy, NSLC, bike trails and great Farmers Market."
Ocean front cottage in the heart of Hubbards.
Spectacular Oceanfront Living in Authentic Fishing Village
10.0 out of 10, Exceptional, (101)
"My friends and I enjoyed our stay at this property. Our host was responsive and made sure we had everything we needed. I wouldn’t hesitate to stay at this property again. "
Spectacular Oceanfront Living in Authentic Fishing Village
Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!
9.8 out of 10, Exceptional, (27)
"Great house with basics to make it easy to stay."
Beautiful Lakefront Home with 5 Bed/3 Baths, WiFi, tons of amenities!
Oceanfront Elegant Home with Games Room On Picturesque Big Tancook Island
9.6 out of 10, Exceptional, (31)
"The property is beautiful. There were hiccups with key not being in lockbox, car having no gas for 1st day of vacation and then totally broke down when we had to transport family & belongings to Ferry but homeowner was quick to respond to everything and locals provided transport. Also property manager changed hands and we were not aware of this. Stressful start and finale but inbetween was great! This stuff happens!"
Oceanfront Elegant Home with Games Room On Picturesque Big Tancook Island
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Oakland

The Nest at Deep Cove
10.0 out of 10, Exceptional, (31)
"Lovely house Lovely location Lovely hosts LOVELY!"
The Nest at Deep Cove
Serenity Tiny House Cottage in Chester
10.0 out of 10, Exceptional, (68)
"Lovely property with excellent lighting! Great for two adults or small family. Helpful, considerate and generous property owners. We had a lovely stay a I was there for botanical art workshops in Chester NS. "
Serenity Tiny House Cottage in Chester
One bedroom fully equipped Mahone Bay luxury cottage
10.0 out of 10, Exceptional, (85)
"Pam and David were excellent hosts. Their cottage seems brand new. Very clean, well appointed and easily walkable to downtown Mahone Bay. We absolutely loved are stay there and would not hesitate to rent it again."
One bedroom fully equipped Mahone Bay luxury cottage
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.