
Cottage holiday rentals in Wiscasset
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Top-rated cottage rentals in Wiscasset
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Popular amenities for Wiscasset cottage rentals
Cottage rentals with a hot tub

Oceanfront Family Getaway - 8BR/6BA/5Acres
The most beautiful place, exceeding all expectations. The views are spectacular. We breathed in peace and tranquility. A fabulous place to celebrate my 80th birthday with the whole family -- 16 of us. Everyone was comfortable in the space. In addition to being the perfect host, Samantha provided surprise extras which was such fun! Just a few of the highlights: S'mores at the firepit, lobster dinners, seals, bald eagles and fireworks. She made our stay truly memorable. My family gives the place the highest recommendation.

Escape to Peaks Island: ocean views & roof decks
We enjoyed our stay on Peaks Island. Laura’s home was walking distance to the ferry, had beautiful views of the ocean, was clean and comfortable and she communicated quickly.

Canoe House Bungalow and Spa Retreat ,Searsport
We enjoyed our weekend away at Mayya’s guest house! It was the perfect size for the two of us and we felt there were more than enough amenities to ensure our stay was cozy and peaceful! The add on of the hot tub was much needed and appreciated as well as it was getting chillier at night and it was the perfect addition! I would have liked to take advantage of the walking trail but the weather was rainy so we didn’t get to. We would definitely stay here again for a couple days and thank you Mayya for being a great host!

Lawn Cottage - Newly Renovated 2024
We had an amazing time at your cabin. Thank you so much for opening it up to guests. Loved waking up to the sunrises.

Nashport on the Penobscot
This was our second time staying here, my family and I love the tranquility of this little piece of heaven. Christopher’s home was beautiful, clean and well maintained.

Old Orchard Beach Cottage
This was perfect for me, my daughters and granddaughter!! It was close to so many things and to Old Orchard Beach and the Pier. We had a great time there and would stay there again in a heartbeat!! Thank you!

Waterfront Getaway w/ Private Sandy Beach
This bnb was super nice and clean. Exactly like the description. Hot tub was a plus. I’d love to stay again in the summer to enjoy the lake.
Pet-friendly cottage rentals

Treehouse cottage with Fireplace
This was a lovely cozy home and Angela was a wonderful host! Would certainly come again!

Cottage on Todd Bay
Our group of 4 had a wonderful stay here. It had everything we needed and John was extremely helpful. We cooked several meals and visited nearby attractions.

Osprey Cottage, peaceful setting, walk to beach
Elizabeth was a wonderful host and her home is perfect for a peaceful, relaxing vacation. The house was spotless, well appointed, and very cozy. The short walk to the beach and town market is really convenient. Her rental is a perfect home base if you’re visiting Portland or exploring the Maine coast nearby.

Camp Wigwam
Great person, she really went over and above what she would have been expected. The dock with boats were great, my boys love the lake. The place was clean and very well decorated. Lots of extra appliances. Washer and dryer is very nice when you are on a lake. Nothing to complain about. If you stay here and especially if you have kids you will be very happy.

Lily Pond Studio Cabin #4
We loved our experience at our cozy, stand alone cabin. The room is spacious and has everything you need. We would stay again for sure!

Near Waterville | Lake Great Pond | Dog Friendly
We had a wonderful stay with our family and we were happy our dogs were welcome to come with us.

Pet Friendly Audubon Bring Your Fishing Gear!
What an amazing setting! Right on the water. We saw seals, osprey, and, we think, an eagle.Also the most beautiful sunrise. The house is cozy and comfortable and really really clean. We found everything we needed and some thoughtful extras. Tamara is an excellent host!

Penobscot Bay. Sat-Sat. One week min.
What a wonderful cabin. Exactly as described. The sun rises over the Penobscot River were truly incredible. We made sure to brew our coffee, bundle up, and head out to the sun rise. You can also stay indoors as well and still see the sun rise. The fire pit table was also a nice touch. Plenty of Adirondack chairs for viewing the river including birds and a few seals. The grill was brand new and worked great. The kitchen was well stocked with everything we needed. Amazingly the WiFi worked great and we also were able to access our streaming channels as well. Given the remote location, it was a pleasant surprise to see it work so well. There was plenty of hot water for showers and washing dishes. The propane heater and gas fire place did a great job of quickly warming up the cabin when needed. There were also new window A/C units, but we didn’t need to use them. There were also plenty of towels/blankets. No hair dryer, but we air dried. Paul was very responsive.
Private cottage rentals

Tranquil waterfront cottage
This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.

Cheerful 1 Bedroom Cottage Steps From The Ocean
Beautiful place! Easy walk to the beach and comfortable environment

Bright, clean, private cottage near Higgins Beach!
We loved our stay at the Gull Cottage!! Karen and Steve were great hosts, incredibly friendly, helpful, and responsive. The cottage was well stocked with everything we needed to enjoy our stay. The guide book and guest book were great touches as well, and we would happily stay again next time we come up to Maine! We could not recommend the Gull Cottage more if you’re looking for a great and cozy place to stay near Portland!

Owl Glass Cottage
Wow! Annie’s cottage is nothing short of amazing. It was absolutely beautiful and the perfect intimate stay my boyfriend and I were looking for. The surrounding area is beautiful as well! The space was perfect for the two of us and so so peaceful!

Big Sebago Lake Rentals Waterfront w Private Beach
Beautiful location, perfect stay with amazing hosts! This was the perfect getaway for our family and we cannot wait to go back! The location can't be beat and Kate and Barry went above and beyond to make sure we had everything we needed. Highly recommend!

Hidden Haven A Rustic Retreat In St. George, Maine
This little cottage is a great find. Mischele provides very helpful information about the area and she is extremely thoughtful about her guests. The kitchen and bath have everything you need for your stay…and even a few things you may not have thought to bring. Cozy living area with plenty of movies to watch. Quiet surroundings, beautiful patio with fire pit and easy directions for arrival. Great value!

Waterfront Cottage
Amazing place, it was exactly what we needed.

Oak Grove Cottage at Sennebec Pond
I have zero complaints about Gordon's home. Everything was accurately described and the property was beautiful! it is right on the pond and the pictures do it justice. Yes, it's a little small and gets cold in the winter but it's worth it if you want to stay somewhere pretty without breaking the bank. Also, he has 3 heaters. We didn't leave them on because we were gone a lot of the time but it probably would have stayed warm if we did. This is really a great property for a couple! Highly recommended.
Quick stats about cottage rentals in Wiscasset
Total rentals
20 properties
Nightly prices starting at
$142 AUD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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- East End Beach
- Surfside Beach
- Fox Ridge Golf Club
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Popham Beach State Park
- Samoset Resort
- Portland Museum of Art
- West Shore Sandy Beach
- Palace Playland
- Crescent Beach State Park
- Cliff House Beach
- Pemaquid Beach
- Narrow Place Beach
- Spragues Beach
- Coastal Maine Botanical Gardens
- Prouts Neck Country Club
- Woodlands Country Club
- Big Beach
- Andrews Beach
- Aquaboggan Water Park
- East End Beach
- Dunegrass Golf Club
- Western Beach