Places to stay in Wiscasset

4.98 out of 5 average rating, 243 reviews

Cabin in Dresden

Merrymeeting Midcoast Cabin

RUSTIC-no running water! cabin perfect for exploring all mid-coast Maine has to offer: 3 hours from Boston or Acadia, 1 hour to Portland and Maine’s gorgeous beaches. 10-30 minute drive to Hiking, swim spots, farm-stands, nationally recognized dairy farms, breweries, restaurants. 5 minute walk from a pickleball court. Stargaze in the hammock by campfire, Grill dinner, check out local tide charts to float in canoe or kayak on the Eastern river. Wood fired oven can be rented for additional fee.

4.89 out of 5 average rating, 209 reviews

Apartment in Richmond

Designers Dream 1br Apt where class meets relax!!!

This Designers Dream 1br apartment is located in the quintessential small Maine town of Richmond. Open the door feast your eyes on this truly unique and beautiful spot and get ready to relax or explore! Richmond is home of Swan Island a great spot to explore via kayak or canoe or just grab the ferry! We're 45 min to all downtown Portland has to offer. We are an hour to Booth Bay Harbor and the beautiful botanical gardens. Popham beach is 45 min away, one of the most amazing beaches in state.

4.91 out of 5 average rating, 116 reviews

Tiny home in Bowdoinham

Sweet Fern Cabin on Merrymeeting Bay

Nestled in the woods on 2.5 waterfront acres where the Muddy River meets Merrymeeting Bay. The cabin is 350 square feet of simple living with a panoramic view. There is a three season hot water outdoor shower and wood burning stove with plenty of wood included. Kitchen is fully stocked with cooking supplies and has off grid cold water sink. Outbuilding with composting toilet is right out the back door. Kayaks and stand up paddle board are available to rent for an additional fee.

4.98 out of 5 average rating, 282 reviews

Charming Cottage With Spectacular Water View

Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

4.98 out of 5 average rating, 161 reviews

Townhouse in Wiscasset

Retreat at Sea Cloud Cottage in Historic Wiscasset

Welcome to Sea Cloud Cottage - A Charming Retreat in Wiscasset, Maine Sea Cloud Cottage is a beautiful one-bedroom home, once the guest house to the larger Acorn Cottage next door. Perfectly designed for a couple or small family (with an extra child or adult on the pull-out sofa), this 900-square-foot gem offers an inviting, comfortable space for your getaway. You can also rent it alongside Acorn Cottage for larger parties, accommodating up to 9 guests.

Apartment in Damariscotta

4.85 out of 5 average rating, 517 reviews

"Ship Shape": waterfront, cozy studio- downtown

Located in a historic 200 year old building "Ship Shape" is close to downtown but on a quiet tree-lined residential street. It is just one block to the library, bookstore, post office and all the lovely shops. It is on the shore of the Damariscotta River with wonderful views from inside and out.. You’ll love my place because of the neighborhood, the light, the outdoor space, and the comfortable bed. My place is good for couples and solo adventurers.

4.91 out of 5 average rating, 191 reviews

Condo in Edgecomb

A Spacious Vacation Cottage in Sheepscot Harbour

A large and stylish one bedroom cottage with water views. Newly renovated and offering style and convenience. Located within walking distance to Wiscasset. A great home base for exploring Boothbay Harbor and many more midcoast Maine destinations! Plan a day excursion, or relax inside with the view of the harbor. Make yourself at home in the cottage! Enjoy and walk the resort common areas including a gazebo, riverside lawn, and a 100 ft pier.

4.88 out of 5 average rating, 274 reviews

Cottage in Wiscasset

Waterscape Cottage - private waterfront

This is where you want to stay! Away from all the traffic and noise of HWY 1, down a long driveway but super close to the village. Perched on the hillside with elevated panoramic views of the river and Wiscasset Harbor. This adorable little building is post and beam construction - comfy, quiet, peaceful on 34 acres of woodlands and river front. Want to squeeze in more kids? Talk to us. 2 quiet nonaggressive furry friends welcome.

4.98 out of 5 average rating, 106 reviews

Guesthouse in Newcastle

Modern 1-BR I Wooded Retreat I Mid-Coast Maine

Escape to your perfect Midcoast Maine base camp—just 5 min to Damariscotta/Newcastle & 1 hr 6 min to PWM. Enjoy forest views, modern comforts, and easy access to the coast. • King bed + ensuite • Fully equipped kitchen + charcoal BBQ • Vaulted ceilings, wall of windows, open layout • Private deck, fire pit • WiFi, laundry, parking • Generator (2024) for year-round comfort Ideal for foodies, outdoor lovers & oyster fans!

Apartment in Damariscotta

4.92 out of 5 average rating, 203 reviews

Mystical Mary Howe Room, Downtown Damariscotta

This spacious studio apartment is perfect for relaxing after a day of exploring beautiful Damariscotta and surrounding communities. Situated on the third floor of one of Damariscotta's many historical buildings this apartment consists of a large living room area with kitchenette and a separate large bedroom with bath. Parking is right next to the building and a key will be provided for your apartment.

Apartment in Damariscotta

4.92 out of 5 average rating, 286 reviews

Fernald's Backside

Fernald's Backside is a sunny, comfortable 2nd floor apartment , tucked behind S. Fernald's Country Store in the heart of downtown Damariscotta. It features a deck with views of the Damariscotta River and Harbor. A one bedroom apartment with ample living space and full kitchen, it can sleep 5 with a double and single bed and a sleeper sofa. Fernald's Backside is Pet free.

4.94 out of 5 average rating, 106 reviews

Apartment in Wiscasset

25 MIDDLE -Historic Village Apartment (Unit A)

25 Middle-Historic Village Apartment (Unit A) Completely renovated first floor apartment nestled on a side street in Wiscasset village -one block from the harbor. Stroll to restaurants, waterfront, antique shops, historic homes & gardens. Ideal base for touring Maine attractions. Full kitchen, four other rooms and a spacious new deck. Central yet private.

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Cottages

Quaint homes, peaceful surroundings

Popular amenities for Wiscasset places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Wiscasset

Superhost

4.8 out of 5 average rating, 44 reviews

River View Casita

MariaRating, 5 stars7 months ago

Cottage was in a perfect location and very private and peaceful. Driving distance to a lot of nice towns and restaurants. Cottage was quaint, clean and had all the essentials. I loved the PDF they supplied before the visit with very clear instructions for check in, check out and parking. They had a ton of recommendations for things to do and places to eat at! We will be back!

4.99 out of 5 average rating, 70 reviews

Coastal Cotton Cottage on Sheepscot Harbour

DerrickRating, 5 stars6 months ago

Great location and a beautiful property. Very comfortable and feels like you are at home when you walk in.

4.96 out of 5 average rating, 70 reviews

Cottage in Edgecomb: Waterfront Getway

SandraRating, 5 stars1 month ago

We are three friends who wanted to go to the Coastal Maine Botanical Gardens to photograph. We were there over a 3 day weekend in early May. Nancy's house was in a great location for us and only 10 minutes from the gardens. It is located at the end of a road. The view from the living room of the Sheepscott River was quite nice. The house was very clean which we appreciated and had all the amenities for cooking that we needed. The house is in striking distance of Boothbay and East Boothbay Harbor and Pemiquid Point. Highly recommend two restaurants: The Water Street Kitchen and Bar in Wiscasset and King Eider Pub and Restaurant in Damariscotta.

Condo in Wiscasset

4.92 out of 5 average rating, 13 reviews

Green Gables, garden bliss in Maine's sea air

ChristinaRating, 5 stars2 weeks ago

We stayed a long weekend over Memorial Day and Rob’s place was the perfect launching spot for us to be able to enjoy the entire Midcoast area without spending too much time in the car. The kitchen was well stocked, the beds were comfy and the beautiful yard was an added bonus. I loved walking next door to Treats, getting a cappuccino and enjoying it on the front porch while the church bells rang. Rob was very responsive and allowed us to check out at a later time, which was very helpful and much appreciated! Thank you! We’ll definitely be back:)

4.99 out of 5 average rating, 99 reviews

Cottage in Newcastle

Your private waterfront B&B retreat in Maine...

ChristineRating, 5 stars9 months ago

I stayed at Liz and Alex’s stunning place at the beginning of September. This was either my 3rd or 4th time and I love being there. The quiet and the utter peacefulness of being literally on the banks of the estuarial river is amazing. Although I was only able to be there for 2 nights this time, I was recharged and ready to go back home when I left. On other visits I’ve taken advantage of being near the delightful town of Damariscotta, Pemaquid Point Lighthouse, Hidden Valley Nature Preserve, Muscongus Bay Lobster dock, the Audubon preserve in Bremen, and so many others. On this visit I stayed put, letting the inward and outward flow of the river soothe me while I read and wrote. On this visit I also had a nice long chat with Liz, a remarkably talented woman. See her book and ask about her films when you go.

Guesthouse in Damariscotta

4.96 out of 5 average rating, 89 reviews

Private tree-top loft 5 minutes from Damariscotta.

SilasRating, 5 stars2 weeks ago

Really beautiful spot against the woods and a marsh, you can hear peepers at night and watch the sunset/rise from the porch

Superhost

Home in Wiscasset

4.9 out of 5 average rating, 29 reviews

Quaint & Cozy 1830s Cape

ThamaraRating, 5 stars8 months ago

We had a wonderful stay at Jess‘s place. Super convienent location. Was really easy to get around. Enough room to stay with a toddler and a nice yard out back to run around. Comfy bed and nice furniture.