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Cottages in Wiscasset

Charming 3-bedroom cottage in Southport with water views and close to Boothbay.

Charming 3-bedroom cottage in Southport with water views and close to Boothbay.

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Beautiful lcation, private & quiet"
Unique oceanfront home with a deck, tons of natural light, & amazing views

Enjoyable 1-bedroom rustic cottage in Southport.

Enjoyable 1-bedroom rustic cottage in Southport.

Waterfront Cottage

9.2 out of 10, Wonderful, (24)
"Better than expected. Great location."
Waterfront Cottage

Salty Breeze Cottage

10.0 out of 10, Exceptional, (6)
"We absolutely loved this peaceful spot by the water! It’s a quiet location with great water access, and the property is very well managed and maintained. We’d love to return!"
Salty Breeze Cottage

Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

10.0 out of 10, Exceptional, (64)
"The cottage was perfect for a post Christmas relaxing week of downtime."
Beautiful 13 acre Property on Sheepscot River w/ 2 Bedroom Cottage & Air Stream

Premier Cottage w/NEW ADDITION! Great for large families/multiple couples

10.0 out of 10, Exceptional, (39)
"We had a great stay. The cabin is exactly as described. All the amentities one would need. Beautiful area."
Premier Cottage w/NEW ADDITION! Great for large families/multiple couples

Waterfront Cottage in South Bristol w/ private dock and lobster boat views

10.0 out of 10, Exceptional, (99)
"We stayed at the property for two nights for a family getaway after the holidays. The house was in a great location, beautiful views, spotlessly clean, and very well equipped. We loved waking up to the light hitting the water and being able to explore the beautiful peninsula. Great hikes a short drive away. We would gladly stay again! "
Waterfront Cottage in South Bristol w/ private dock and lobster boat views

Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

9.0 out of 10, Wonderful, (65)
"Wonderful views."
Dog-friendly, bayfront home - gorgeous ocean views, private balcony & fireplace

Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

9.8 out of 10, Exceptional, (27)
"Nice little hidden gem of a place."
Sunrise Cottage. Relaxing waterfront deck on the rocky shore of Bailey Island.

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (41)
"We booked this to be near our daughter and grandchildren in Freeport. It is a great location, large interior, quiet location."
The Outlet House, Comfortable Cottage

Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town

9.6 out of 10, Exceptional, (25)
"Convenient and cozy. Lovely wooded lot with views. "
Waterfront Paradise with Dock, Big Yard, Sundeck & Epic Bay Views | Near Town

Modern woodland privacy with ocean, trails, and lobster all in walking distance.

10.0 out of 10, Exceptional, (41)
"My friend and I felt very relaxed at this house. The beds were comfortable and the kitchen was stocked with most every cooking equipment needed. The host answered any question I had very quickly and supplied information about the surrounding area. It was a great place to unwind!"
Modern woodland privacy with ocean, trails, and lobster all in walking distance.

Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

9.6 out of 10, Exceptional, (66)
"Great spot"
Amazing All-Season Sprucewold Cabin w/ Private Beach Club Access

Quaint Retro Ash Cove Cottage

9.6 out of 10, Exceptional, (15)
"Chuck and Lynn were excellent hosts. We enjoyed our stay!"
Quaint Retro Ash Cove Cottage

Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

9.6 out of 10, Exceptional, (46)
"Absolutely beautiful views. Very well appointed and comfortable. "
Gorgeous Waterfront Home on Westport Island with 2 Sunrooms

Cozy Cottage with spectacular salt water view / 3 Kayaks available/

9.8 out of 10, Exceptional, (39)
"The property is exactly like the pictures but better. The view is amazing, location is quite and comfortable. Easy access the many towns & hiking locations. Would stay again."
Cozy Cottage with spectacular salt water view / 3 Kayaks available/

Renovated home with water views, dock access, Linekin Bay Resort fun - dogs okay

5.6 out of 10, (5)
"location was great. bed sheets/ covers were not clean. nice kitchen no outside chairs or deck to enjoy the Maine weather."
Renovated home with water views, dock access, Linekin Bay Resort fun - dogs okay

Newly updated cottage directly on Maple Juice Cove

10.0 out of 10, Exceptional, (33)
"Great place and great host!"
Newly updated cottage directly on Maple Juice Cove

Updated Tiny House: Walk to Wiscasset Village

8.6 out of 10, Excellent, (7)
"Great location, easy to get to lots of coastal regions. Property is clean and cozy."
Updated Tiny House: Walk to Wiscasset Village
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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Frequently asked questions

How much do cottages in Wiscasset cost?
Prices for cottages in Wiscasset range between and per night. No matter your budget, you’ll find an ideal place to get in touch with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Wiscasset?
Choose from multiple cottages in Wiscasset with a total average guest review rating of 9.5. Hilltop Harbor 3bedroom 3 Bedroom Cottage is an ideal place to put your feet up between adventures. This 3-star cottage also comes with a dock and a golf course. Fairview Boothbay - 3 Bedroom Cottage is another leading option with travelers visiting this area. It has a 2-star rating and amenities including a barbecue grill and pet-friendly facilities.
How many cottages are there in Wiscasset?
Make use of your vacation days and choose from 295 cottages in Wiscasset. Looking for a place where you can relax and connect with nature? Expedia will help you find the ideal stay in a few quick clicks.