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Browse Select Winterport Holiday Homes

Waterfront stay with scenic deck, grill, smart TVs, shore access - dog-friendly
Waterfront stay with scenic deck, grill, smart TVs, shore access - dog-friendly
4 Bedroom Cape on beautiful Penobscot Bay. Close to many popular coastal towns.
4 Bedroom Cape on beautiful Penobscot Bay. Close to many popular coastal towns.
Amazing house in the forest; 10 minutes to Belfast
9.0 out of 10, Wonderful, 6 reviews
"Host made every accommodation for us."
Amazing house in the forest; 10 minutes to Belfast
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Modern farmhouse with deck, firepit, & balcony
9.0 out of 10, Wonderful, 34 reviews
"Liked our stay"
Modern farmhouse with deck, firepit, & balcony
Inkwell Suite at Spofford Lodge
10.0 out of 10, Exceptional, 3 reviews
"This is THE place to stay in Bucksport. The room was delightful & so relaxing. It was just what we needed to start our stay in Maine."
The price is £224
includes taxes & fees
24 Jun - 25 Jun
Inkwell Suite at Spofford Lodge
Oceanfront, dog-friendly estate with incredible view, hot tub & private beach
Oceanfront, dog-friendly estate with incredible view, hot tub & private beach
Tides' Reach - Private Waterfront King Beds
10.0 out of 10, Exceptional, 4 reviews
"Beautiful, spacious home 25 minutes from Castine. Large open yard with all the necessary amenities. We would definitely stay here again."
The price is £531
includes taxes & fees
27 Jun - 28 Jun
Tides' Reach - Private Waterfront King Beds
Beautiful Phillips Lake Home.
10.0 out of 10, Exceptional, 14 reviews
"Our family of 5 had a great stay here. House is exactly as advertised and the lake is beautiful. Kids loved swimming (note you do have to navigate some boulders by the dock), playing on the kayaks and canoe, fishing, and making s’mores by the fire pit. Also loved seeing and listening to the loons (and spotted a bald eagle one afternoon). Supermarket nearby for most grocery needs and also great lobster nearby. Easy day trip to Acadia (we did a day trip to Schoodic Peninsula and then spent a the...
Beautiful Phillips Lake Home.
Secluded Surry Hideout w/ Backyard Fire Pit!
9.0 out of 10, Wonderful, 4 reviews
"The overall house was very nice. It was very clean, neat and organized. Our two complaints would be the road to the house was very desolate and full of ruts and very large holes. The water coming out of the faucets smelled awful. It had a very high sulfuric odor. It also came out dark gray when the faucet was first turned on. We had to let it run for awhile. The water that was supposed to be filtered tasted terrible. We ended up buying bottled water."
Secluded Surry Hideout w/ Backyard Fire Pit!
Elegant Victorian Gothic Revival home with wet bar, sunroom, & washer/dryer
10.0 out of 10, Exceptional, 5 reviews
"Great location , near all . The rooms were very clean , tidy and were good in size . We were very please with our accommodations . It exceeded our expectations. We would recommend this place to everyone ."
Elegant Victorian Gothic Revival home with wet bar, sunroom, & washer/dryer
Beautiful private beach area within steps from the modern updated log home
10.0 out of 10, Exceptional, 1 review
"Our family enjoyed our stay, the home is comfortable and there is amazing wildlife in the area. The home is off the beaten path so it’s very quiet. The deck is wonderful and the lake was enjoyed by all! Would stay again"
Beautiful private beach area within steps from the modern updated log home
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
10.0 out of 10, Exceptional, 28 reviews
"The property is outstanding, the house has a great layout, and the hosts had everything you could possibly need available. They even had things like a portable high chair and pack n play available for anyone who might travel with little guests and a little dog bed and dog dishes for anyone with a smaller dog. It was our first time at a VRBO and it was a seamless and amazing stay. The hiking trails on the property were great, and I had lots of chances for great sunrise photos in the woods. The...
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
Big Red House - Historic Bangor Home
10.0 out of 10, Exceptional, 92 reviews
"Four humans and one dog stayed at the BRH while in town for a canoe race! The house was welcoming and perfectly clean. Plenty of towels, blankets and a kitchen stocked with appliances that we cooked in. Nice neighborhood for dog walks and easy to get to grocery stores! Check in and out process was seamless and everything was accurately represented! Would certainly highly recommend!!"
Big Red House - Historic Bangor Home
3BR house within walking distance to Maine Savings Amphitheater
9.6 out of 10, Exceptional, 15 reviews
"The location was excellent. Central to everything. House was clean and in good condition. It was a perfect weekend landing spot."
3BR house within walking distance to Maine Savings Amphitheater
Cozy retreat in the Woods! 10 minutes to Belfast. 1 hour to Acadia. Pets OK.
Cozy retreat in the Woods! 10 minutes to Belfast. 1 hour to Acadia. Pets OK.
Charming Cabin Getaway: Sunrise and Sunset Views
10.0 out of 10, Exceptional, 1 review
"This was a perfect weekend getaway! Everything was as advertised and communication was top notch. The cabin had everything and more that you could need for your stay!"
Charming Cabin Getaway: Sunrise and Sunset Views
Queen City Duplex Sleeps up to 6 guests
The price is £391
includes taxes & fees
23 Jun - 24 Jun
Queen City Duplex Sleeps up to 6 guests
Charming Home Walk Downtown/Waterfront
The price is £347
includes taxes & fees
3 Jul - 4 Jul
Charming Home Walk Downtown/Waterfront
Lakefront, newly rebuilt, dog-friendly home with private beach, dock & firepit
10.0 out of 10, Exceptional, 6 reviews
"Great lakefront property"
Lakefront, newly rebuilt, dog-friendly home with private beach, dock & firepit
5BR 3 Bath-The Maine House@Twin Hills Cottages
9.8 out of 10, Exceptional, 8 reviews
"Our family found this property to be the perfect spot for us. It was very clean and had all the accessories we needed for a pleasant stay. We were close to Acadia National Park which had many fun things to do. We would highly recommend this home."
The price is £456
includes taxes & fees
24 Jun - 25 Jun
5BR 3 Bath-The Maine House@Twin Hills Cottages
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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.

Other property types in Winterport

Majestic Waterfront River Home PET FRIENDLY
10.0 out of 10, Exceptional, 1 review
"We came to town for Umaine graduation. The house was beautiful. Michelle our host was great! We had everything we needed. The fire pit was very relaxing while watching a beautiful sunset. We hope to make it back someday."
Majestic Waterfront River Home PET FRIENDLY
Travel light long-term (safe & relaxing )special discount for travel nurse
10.0 out of 10, Exceptional, 76 reviews
"Clean, comfortable, excellent host."
The price is £146
includes taxes & fees
22 Jun - 23 Jun
Travel light long-term (safe & relaxing )special discount for travel nurse
Cozy Cabin By The Pond, Sleeps 2
10.0 out of 10, Exceptional, 131 reviews
"The cabin was fantastic. It was the perfect place to stay for me and my dog. The hosts were wonderful and helped me whenever I needed questions answered. It was very tastefully decorated. They had everything I needed in both the bathroom and kitchen. The grounds and gardens were absolutely beautiful. Weaver's across the street was very convenient. I would highly recommend! I look forward to coming back."
The price is £171
includes taxes & fees
21 Jul - 22 Jul
Cozy Cabin By The Pond, Sleeps 2
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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