
Cottage vacation 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.

2 oceanfront Cottages with spectacular views
Was a great place for a weekend get together with our family. Right on the water and a great throwback feel but with all the amenities.

Canoe House Bungalow and Spa Retreat ,Searsport
We had a great two nights here and enjoyed the hot soak and the sauna. It was near many amenities and also felt very removed. Matt’s was attentive without being intrusive, making sure our stay was perfect and the escape we hoped it would be.

Lawn Cottage - Newly Renovated 2024
Adorable cottage, newly renovated. Perfect for two with an open space loft for one more. Kitchen is well stocked right down to the coffee. A good location if visiting Fort Knox, Mt. Barrie and not too far from Bar Harbor if that is on your list. Great stay, highly recommend. Beautiful view and private.

Nashport on the Penobscot
great stay for a relaxing weekend trip. perfect house for chilling but still drivable to Acadia. well stocked on the essentials, linens, and stunning views! host very responsive as well.

Waterfront Getaway w/ Private Sandy Beach
Perfect for what we needed for a weekend getaway. So peaceful and a lot of interesting wildlife. We saw so many different types of birds! The hot tub is spacious and easy to use.

Megunticook Retreat
We’ve stayed in a lot of Airbnbs across the country and I’m not exaggerating when I say that Lydia’s place was one of the cleanest and most well-maintained homes that we’ve been in. The property and scenery are breathtaking. The numbers of birds and chipmunks that entertained us while we sat on the back deck was surprising. We ate all of our meals with the exception of lunches at the cabin and had everything we needed to prep and cook our food. This trip was all about relaxing and Lydia’s home was everything we needed.

Peace at the Pond with Hot Tub & Sauna
Wonderful,private, well equipped cottage on pretty pond. Owners quick to respond to our texts. Relaxing hot tub and fantastic sauna! Many restaurants and breweries within a 30 minute drive. Book it ..... you won't wanna leave!
Pet-friendly cottage rentals

#1 Cozy cottage minutes from the beach!
We had a great stay for a few days on our way to Nova Scotia. Cottage was clean and had everything we needed.

Bright, clean, private cottage near Higgins Beach!
We had a fantastic time at this cute and cozy cottage! It’s within 15 minutes of basically anything in the Portland area and the cottage itself is so charming and inviting. We only wish we had planned to stay here longer!

Nestled between Rockland and Camden,
We felt right at home at LInda's place. It is beautifully furnished and decorated and there is plenty of space. Everything was spotless. Having a washer and dryer really made a difference. The cottage is close to a busy road so there was some road noise outside, but in the cottage it was quiet and peaceful. Linda is very friendly and helpful and had put out welcome muffins for us, which was such a nice touch. I would definitely stay here again!

Driftwood Cottage | Lake Great Pond | Dog Friendly
Alana's home was more than we expected. The home was spotless and well equipped for our quick stay. She is very accommodating and responds to questions immediately. We would definitely stay again if we're in her area.

Lakefront Stargazing Haven w/Loons, 45 Min Acadia
We had an amazing stay at Jason’s place despite a (mostly) rainy Memorial Day weekend! We still found plenty to do including inside the Airbnb, outside at the pond, and locally at all of the great restaurants/breweries/nature around. We also made it out to Acadia two of our days. I will say, the trip took longer than advertised (about an hour to get to the edge of the park), but was a pleasant enough ride. We also had our two dogs staying with us and we all felt right at home! Jason was a very responsive and helpful host as well - you can’t go wrong with this peaceful retreat on the pond!

Cozy Cottage on Highland Lake
Perfect little Maine cabin getaway! We enjoyed our stay so much. The cabin was clean, easy to find, and had everything we needed for four people and two dogs. Cannot recommend enough!

H and K Cove View Cottage LLC
We had a nice stay. Did not spend alot of time there, as we were there for a graduation, but it was very comfortable.

Cozy Camp on North Pond
Let me talk for a moment about this gem... this cabin is immaculately kept! It is really private with its own sandy beach. It's road is a dead end and there is very little traffic. The views are spectacular! The lake is quiet. Perfect for kayaking and canoeing. Bethel is nearby. The hiking trails are gorgeous! Holly is very responsive and accommodating. The cabin has a propane stove which heats the whole cabin in minutes! The loons , eagles and hummingbirds are magnificent to watch! The bed is comfotable. The kitchen is STOCKED with all the essentials to prepare any type of meal. The grill is pristine! There is plenty of seating inside and out! The firepit is gorgeous! We had a fabulous time!
Private cottage rentals

Waterfront cottage with spectacular sunset views!
We stayed at the cottage for about a week in late September and it was a perfect spot to get away from it all. The house is on a serene pond with trees reflected on the water, classic Maine. The cottage was clean and well kept with most everything you’d need. It’s in a very quiet neighborhood, so not a party spot, which worked out fine for our quiet family. We’d consider coming back to visit family. Thank you for the comfortable stay!

Serene Coveside Cottage
We had a great time staying at Viktor’s cottage. It was the perfect size, beautiful, and had all the amenities we needed. Lovely home base to explore Maine. Highly recommend this cottage!

Lake House on Three Mile Pond with Amazing views
Mark was awesome. The place was just what I needed to get away from the grind of life. I recommend him to any and everyone.

Cozy Lake Cottage on Woodbury Pond
We loved it, we have stayed here in the past. We love the new kitchen island, plus the basket of snacks was very nice.

Charming Coastal Maine Cottage
Very quiet and cozy area to spend our holiday weekend! Plenty of space for the family to hang out and play games, and a kitchen we were able to cook in almost every meal! It was a very comfortable and clean home that we were grateful to get to enjoy on vacation. Not every day we Michiganders can find a place as beautiful as here at home to spend time away, but this cottage and the aesthetic in southwest Maine in general is a place that certainly measures up!

Cozy Lakefront 3 Bedroom 2 bath home on Sand Pond
This place had everything we needed, plus a fabulous view! We only stayed one night, but I'd like to come back another time when it is warmer, to enjoy more time on the deck!

Vintage cabin overlooking active lobstering harbor
Absolutely wonderful spot right on the harbor! The cabin was very cozy, had everything we needed. The hosts were delightful, went above and beyond, and we even had a crab boil together! They helped us arrange to buy lobsters right off the dock, and had wonderful suggestions and insight into the history of the area. Highly recommend.

Tall Spruce Cottage
Centrally located in a laid back portion of Maine’s central coast there is plenty to enjoy in a short drive yet the neighborhood is private and peacefully silent at night. Marianne (host) is available for local knowledge and went beyond expectations to make my wife and I comfortable and welcome. Cozy cottage is perfect for a couple and a pup with everything we needed. We’ll be back.
Quick stats about cottage rentals in Wiscasset
Total rentals
20 properties
Nightly prices starting at
$90 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
Wifi availability
20 properties include access to wifi
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- Sebago Lake
- Scarborough Beach
- Popham Beach State Park
- Surfside Beach
- Samoset Resort
- Pemaquid Beach
- Fox Ridge Golf Club
- Coastal Maine Botanical Gardens
- Cliff House Beach
- East End Beach
- Brunswick Golf Club
- Belgrade Lakes Golf Club
- Palace Playland
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Portland Museum of Art
- Maine Maritime Museum
- Prouts Neck Country Club
- Bradbury Mountain State Park
- Rockland Breakwater Light
- Three Island Beach
- Spragues Beach
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