Vacation rentals in Wiscasset

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Top-rated vacation rentals in Wiscasset

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A modern A-frame structure is nestled within a wooded setting, featuring a dark exterior with wooden accents. Adjacent, a spacious gazebo is set on a gravel patio, furnished with a dining table and a comfortable seating area, surrounded by trees offering a sense of privacy.
Tiny home in Wiscasset
4.91 out of 5 average rating, 158 reviews

Tiny A-Frame Romantic Getaway

Camp Lupine is a brand new Luxury 400 sq ft Tiny A-Frame tucked away on a private wooded lot with a small stream just a quarter mile off Coastal Route 1. With Historic Wiscasset, Booth Bay, Bath, Freeport, and Portland all at your fingertips, it’s the perfect romantic getaway. Spend your days exploring coastal Maine and your nights soaking in the hot tub with a glass of Malbec. Stay for a while and explore the growing restaurant scene in Wiscasset and the entire Midcoast region. See you soon!

Top guest favorite
Home in Wiscasset
5 out of 5 average rating, 25 reviews

Whisper

Relax with the whole family at this peaceful home. We offer full accomodations with a kitchen, living room, dinning room, half bath, and laundry on the main floor. The blue couch is a top of the line sleeper sofa. The 2nd floor has two bedrooms and full bath. Centrally located on MidCoast Maine, Wisacasset is home to Red's Eats and Maines largest candy store Sweetz & More. Family fun can be had around the firepit or check out Monkey C Monkey Do ropes course. Or take a day for coastal drives.

Top guest favorite
A light-filled loft space is furnished with a comfortable sofa and a TV unit. A small chair sits nearby, and decorative artwork adorns the walls. A console table displays a vase of fresh flowers, while natural light streams in through the windows, brightening the neutral decor.
Apartment in Wiscasset
4.94 out of 5 average rating, 118 reviews

25 Middle: Two floor loft w. water view -sleeps 5

A private apartment on the second and third floor of an historic house located in the heart of Wiscasset village. Featuring a bird’s eye views of the harbor and surrounded by lovely gardens.Stroll to restaurants, waterfront, antique shops, historic homes & gardens. Ideal base for touring Maine attractions. Full kitchen, five other rooms including two full baths.A//C in bedroom suite and 3rd floor loft space.Central yet private. Tastefully decorated .Not suitable for children younger than 12.

Top guest favorite
A charming cottage is nestled among tall trees, featuring a welcoming entrance with wooden doors. A small porch is adorned with a chair, providing a peaceful spot to enjoy the surrounding woodland. Multiple windows enhance the cabin's light-filled exterior.
Cottage in Wiscasset
4.88 out of 5 average rating, 302 reviews

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. $20 per nt. per pet paid on arrival. Max pet fee $100.

Top guest favorite
The exterior of the cottage features a large screened-in porch framed by tall trees. A pathway leads to the entrance, while colorful shrubs and a pumpkin add seasonal charm. The serene waters of the Sheepscot River are visible in the background.
Cottage in Edgecomb
4.98 out of 5 average rating, 362 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.

Top guest favorite
A charming house with a light blue exterior is surrounded by a lush garden. Colorful flowers, including purple irises, bloom in front of the stone wall. Mature trees provide greenery in the background, creating a serene and inviting outdoor space.
Guest suite in Wiscasset
5 out of 5 average rating, 36 reviews

Birch Point at Cushman Cove- Private/Entire Suite

Mid-Coast, Maine! Kick back and relax in this calm, comfortable & stylish space. We're just a short drive into town... 'Prettiest Village in Maine' they say!. Located just off Route 1, an ideal location to explore all that Mid-Coast has to offer; charming towns and villages, spectacular beaches and vistas, galleries & museums, restaurants, farmers markets.....all within reasonable driving times. And don't miss Boothbay Botanical Gardens.... sure to delight your senses!

Top guest favorite
Apartment in Wiscasset
5 out of 5 average rating, 142 reviews

Historic Elegance at The Sunken Garden Stay

Situated in "The Prettiest Village in Maine," The Sunken Garden Stay is a stunning apartment that overlooks the historic Sunken Garden landmark. This 1784 Colonial home is beautifully presented, offering a lovely balance of open plan living and cozy, comforting space, capturing the essence of a significant time period in history. For your comfort, it has all the modern amenities of today, providing a blend of old-world charm and modern convenience.

Top guest favorite
The modern retreat is nestled among trees, featuring a deck with outdoor seating and a picnic table. The structure showcases large windows, allowing natural light to fill the interior, with a welcoming red door standing out against the dark exterior.
Guesthouse in Newcastle
4.98 out of 5 average rating, 127 reviews

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!

Top guest favorite
The cottage features a traditional design with natural wood siding and a spacious screened-in porch, offering views of the surrounding landscape. Tall trees frame the home, and uneven rocky terrain leads to the base of the structure, enhancing the natural setting.
Cottage in Edgecomb
4.98 out of 5 average rating, 100 reviews

Coastal Cotton Cottage on Sheepscot Harbour

Coastal Cotton Cottage is on beautiful Davis Island in a peaceful setting by the sea. Open the French doors from the living room and step out onto the spacious front porch to watch the sun set across Wiscasset Harbor. This cottage features two bedrooms downstairs and one single bed in the loft. NEW UPDATES THIS SPRING! Our cottage has been recently updated with fresh paint, new towels and new coastal interior decor.

Top guest favorite
The cottage exterior features light-colored siding and a distinctive steeply pitched roof with a prominent window above the entrance. Double doors framed by a large glass panel invite visitors inside, surrounded by lush greenery and flowering shrubs.
Guesthouse in Boothbay Harbor
5 out of 5 average rating, 266 reviews

The Sparrow’s Nest Charming Country Cottage

The Sparrow's Nest is located on a country road approximately 5 miles from downtown Boothbay Harbor. The Sheepscot River, it's coves and nature trails are close by. Enjoy the beautiful country surroundings, gardens, and the miracle of nature. What a delight to wake up to the sound of birdsong while enjoying a cup of local coffee, or sitting by the outdoor fire sipping wine and taking in the beautiful night sky.

Top guest favorite
A serene waterfront scene captures a dock curving toward a hazy sunrise over the water. Soft clouds scatter in the sky, reflecting gentle hues of orange and yellow, while a bridge is visible in the distance. Green grass and reeds frame the tranquil setting.
Condo in Edgecomb
4.98 out of 5 average rating, 44 reviews

Waterviews|Sunsets|Boothbay Harbor

Welcome to Little Eddy on the Sheepscot! This waterfront condo offers the perfect retreat to unwind while you spend some time exploring the beautiful mid-coast region of Maine. We are close to some of the most beautiful beaches in New England. Not a salt water fan? We have crystal clear lakes, hiking trails, fun shops and pretty downtowns. Much to explore within a 30 minute drive in any direction!

Top guest favorite
A spacious waterfront view captures the serene Kennebec River, adorned with small islands and surrounded by lush green trees. The sky is bright blue with scattered clouds, reflecting a tranquil natural setting.
Guesthouse in Bath
5 out of 5 average rating, 175 reviews

Waterfront Sunrise Cove Cottage

Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! This is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Owners live on property with small dog.

Popular amenities for Wiscasset vacation rentals

When is the best time to visit Wiscasset?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 683ﺩ.ﺇ 683ﺩ.ﺇ 599ﺩ.ﺇ 668ﺩ.ﺇ 694ﺩ.ﺇ 834ﺩ.ﺇ 878ﺩ.ﺇ 995ﺩ.ﺇ 841ﺩ.ﺇ 753ﺩ.ﺇ 694ﺩ.ﺇ 698
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Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Wiscasset?

    Four-legged friends are welcome in Wiscasset. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Wiscasset?

    Yes! Work meets play with ease at over 70 vacation rentals in Wiscasset featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Wiscasset?

    Wiscasset has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Wiscasset?

    Experience the best of Wiscasset with our apartment rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Wiscasset have air conditioning?

    Absolutely! We offer over 30 house rentals with air conditioning in Wiscasset. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Wiscasset have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Wiscasset. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wiscasset have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Wiscasset. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cottage Rentals in Wiscasset?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Wiscasset

  • Total vacation rentals

    Explore 130 vacation rentals in Wiscasset

  • Nightly prices starting at

    Wiscasset vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 7,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    70 properties have a dedicated workspace

  • Wi-Fi availability

    130 of Wiscasset vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Wiscasset rentals

  • 4.9 Average rating

    Wiscasset stays are highly rated by guests—averaging 4.9 out of 5!

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