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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Superhost
The sleeping area features a full-size bed dressed in soft bedding, positioned under an angled ceiling. Natural light floods in through multiple windows adorned with lace curtains. A cozy armchair sits beside a nightstand, completing the warm and inviting space.
Cottage in Edgecomb
4.89 out of 5 average rating, 112 reviews

Coastal Sunset Cottage-1 bed, Kitchenette, Deck

Welcome to the Coastal Sunset Cottage where you can watch the sunset from your deck with views of Cod Cove and Sheepscot River! Leave the city behind and escape to the lush coastal forests of Edgecomb to stay at this charming studio. The 1-bathroom cottage boasts a well-equipped kitchenette, smart TV, and furnished balcony for unwinding after the day's adventures including Fort Edgecomb, Wiscasset, Boothbay Harbor, Damariscotta, and the famous Reds Eats. Come see what Coastal Maine has to offer!

Superhost
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, 297 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 cozy cottage exterior is illuminated in the evening, highlighted by a bright red front door. Soft light glows from the windows, surrounded by lush greenery. A path with wet pavement reflects the light, creating a welcoming entrance amidst the serene wooded surroundings.
Cottage in Boothbay Harbor
4.98 out of 5 average rating, 466 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Top guest favorite
An A-frame cabin is illuminated at night, featuring soaring ceilings and large windows. The exterior is surrounded by trees, with a warm firepit in the foreground. Two adirondack chairs are positioned nearby, providing a cozy setting for outdoor gatherings.
Cabin in Freeport
5 out of 5 average rating, 119 reviews

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

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, 350 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.

Guest favorite
Townhouse in Wiscasset
4.98 out of 5 average rating, 177 reviews

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.

Top guest favorite
Apartment in Wiscasset
5 out of 5 average rating, 140 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, 123 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
A welcoming living space features two comfortable armchairs and a soft couch, with a wooden coffee table at the center. Large windows provide abundant natural light and views of the water. A well-equipped kitchen is visible in the background, along with light-colored cabinetry.
Apartment in Boothbay Harbor
5 out of 5 average rating, 133 reviews

Sail Loft: Oceanfront Apartment on a Pier.

Experience a one-of-a-kind waterfront escape at the Sail Loft in Boothbay Harbor! This unique 1-bedroom apartment is located directly over the water in a working marina, offering stunning panoramic views from every window. It feels like being on a private yacht. Perfect for a couple's getaway, you're just a short walk from all the downtown shops and restaurants. Enjoy a truly memorable stay with free parking included.

Top guest favorite
The exterior of a charming cottage is captured, featuring rustic wooden shingles. A set of double French doors is framed by greenery and shadows from surrounding trees. A small porch area is visible, leading to a well-maintained lawn.
Cabin in Edgecomb
4.88 out of 5 average rating, 985 reviews

The Highland Cottage on Sheepscot

NO HIDDEN FEES THE PRICE IS THE PRICE + CLEANING! Charming, updated, 1920's cottage directly on the banks of the Sheepscot bay. Cottage has - one bedroom with queen bed, bistro table for two, sitting area with sofa and cable television, small convenience kitchen area (no stove), full bath, linens

Top guest favorite
A charming cottage is presented with a spacious front porch featuring multiple windows and a balcony above. The exterior showcases a combination of textured siding and stone accents, flanked by a neatly landscaped yard with a rock border.
Cottage in Edgecomb
4.94 out of 5 average rating, 106 reviews

Sheepscot Harbour Village - 3 Bd Condo Waterview

Relax with the whole family at this peaceful place to stay. This newly renovated and well kept cottage features water views and easy access to all attractions. Located with in Sheepscott Bay Village with Deep Water dock and on site restaurant (seasonal pop-up). You will be in the middle of it all.

Guest favorite
An entryway features a blend of natural light and neutral tones. A wooden sideboard and a blue chair provide seating, while a decorative rug adds warmth. Potted plants enhance the aesthetic, and a doorway leads into a spacious living area, subtly defined by a contrasting color scheme.
Apartment in Wiscasset
4.95 out of 5 average rating, 116 reviews

25 MIDDLE -Historic Village Apartment (Unit A)

25 Middle-Historic Village Apartment (Unit A) A charming first floor apt. in a renovated Victorian house, one block from shops, restaurants and historic sites. View of river, Full kitchen , lovely deck, and quiet courtyard garden. Tastefully decorated and highly rated.

Popular amenities for Wiscasset vacation rentals

When is the best time to visit Wiscasset?

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Avg. priceﺩ.ﺇ683ﺩ.ﺇ683ﺩ.ﺇ599ﺩ.ﺇ668ﺩ.ﺇ694ﺩ.ﺇ834ﺩ.ﺇ878ﺩ.ﺇ995ﺩ.ﺇ841ﺩ.ﺇ753ﺩ.ﺇ694ﺩ.ﺇ698
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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 house rentals in Wiscasset?

    Experience the best of Wiscasset with our house rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Wiscasset have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Wiscasset. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Wiscasset have wifi?

    Absolutely! We offer over 30 apartment 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 air conditioning, over 10 homes with wifi, 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.ﺇ220 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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