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Wiscasset vacation rentals

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Top-rated vacation rentals in Wiscasset

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

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Guesthouse in South Bristol

4.98 out of 5 average rating, 379 reviews

Waterfront Guest House on the Maine Coast

Bright open four-season guest house with fantastic view of Jones Cove and the open ocean in beautiful South Bristol, Maine. The guest house offers privacy and independence. The top floor has an open space with kitchen, sleeping area with queen bed, bathroom. The ground floor has a desk, Smart TV, seating area and French doors that open onto a stone patio. Includes Kohler generator, fiber optic wifi, outdoor grill & fire pit. The water is tidal Owner lives on property (150 ft from guest house)

Rental unit in Richmond

4.88 out of 5 average rating, 194 reviews

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.

Rental unit in Edgecomb

4.91 out of 5 average rating, 322 reviews

Sunny Apt in Woods 10 Min to 3 Towns- Dog Friendly

Bright, cozy apartment, surrounded by deep woods, completely separate from our home, w/ its own entrance, yet we are available if you need us. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - peaceful woods, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. While dogs are welcome we can’t host feline guests due to allergies.

Guest suite in Woolwich

4.92 out of 5 average rating, 202 reviews

Private Guest Apartment with separate entrance.

Your perfect base for discovering all the wonderful places Midcoast Maine has to offer. Located on a peaceful wooded lot, this one bedroom apartment sits on the ground floor of our 2-story home. Separate private deck entry with parking, comfortable queen bedroom, Wifi; fully equipped kitchenette; spacious bathroom with large jacuzzi tub and separate walk-in shower. Roomy sitting/dining area opens out onto deck with Adirondack chairs; table and grill. Large smart TV. Fast Wi-Fi. Firepit.

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 374 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.

Home in Bath

4.9 out of 5 average rating, 319 reviews

Gorgeous Winter Studio on the Kennebec

Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Cottage in Edgecomb

4.97 out of 5 average rating, 232 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.

Guesthouse in Brunswick

4.94 out of 5 average rating, 127 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head and stocked with Aesop products for your use! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

Guest suite in Damariscotta

4.94 out of 5 average rating, 182 reviews

Cozy Carriage House in Downtown Damariscotta

Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Rental unit in Damariscotta

4.93 out of 5 average rating, 183 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.

Rental unit in Richmond

4.91 out of 5 average rating, 257 reviews

The Barn by Swan Island: Whimsical, Comfy, & Fun!

Welcome to the place we call "The Barn by Swan Island." Located in Richmond, ME, just a short distance from the free boat launch to Swan Island in the Kennebec River. Originally built in the mid 1800's as an attached barn to our lovely Victorian home, we have completely renovated and remade the space into a fun, comfy, and whimsical AirBnB experience. An ideal location for a trip to Midcoast Maine!

Home in Lisbon

4.93 out of 5 average rating, 389 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Chill on the porch after exploring a scenic local walking trail and soak up the serenity of this breezy blue and white hideaway. Striped oars, starfish, smooth shells, and ocean scenes blend with shades of teal and aqua for a thoroughly calm space. There are EV chargers behind the post office. It’s around a block and a half.

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Wiscasset vacation rentals

Laptop-friendly workspace

Air conditioning

Stay near Wiscasset's top sights

Red's Eats61 locals recommend

Treats22 locals recommend

Little Village Bistro17 locals recommend

Montsweag Farm Restaurant18 locals recommend

Sarah's Cafe & Twin Schooners Pub17 locals recommend

Water Street Kitchen and Bar17 locals recommend

Other great vacation rentals in Wiscasset

Cottage in Edgecomb

4.98 out of 5 average rating, 66 reviews

Coastal Cotton Cottage on Sheepscot Harbour

Home in Waldoboro

4.99 out of 5 average rating, 85 reviews

1830s Cape hosted by George & Paul

Tiny home in Edgecomb

4.97 out of 5 average rating, 75 reviews

Cozy Waterfront Cottage in Mid-coast Maine

Tiny home in Wiscasset

4.91 out of 5 average rating, 44 reviews

Tiny A-Frame Romantic Getaway

Guest suite in Wiscasset

5 out of 5 average rating, 27 reviews

Birch Point at Cushman Cove- Private/Entire Suite

Guesthouse in Newcastle

4.98 out of 5 average rating, 88 reviews

Modern Hillside 1 BR near Damariscotta/Newcastle

Cabin in Georgetown

4.82 out of 5 average rating, 96 reviews

Cozy log cabin on private pond, near Reid St Park!

Home in Wiscasset

4.88 out of 5 average rating, 81 reviews

Perfectly located in the heart of Midcoast Maine!

Quick stats about vacation rentals in Wiscasset

Total rentals
130 properties
Total number of reviews
6.8K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi

Frequently Asked Questions

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 pet-friendly vacation rentals in Wiscasset?
Four-legged friends are welcome in Wiscasset. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly cottage rentals in Wiscasset?
Wiscasset has more than 10 family-friendly cottage rentals. 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 $90 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 wireless internet?
Absolutely! We offer over 40 house rentals with wireless internet in Wiscasset. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wiscasset have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning 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 Apartment Rentals in Wiscasset?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.

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