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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Guest favorite

Guesthouse in South Bristol

4.98 out of 5 average rating, 346 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)

Nov 28 – Dec 5

G$32,226 GYD per night

Guest favorite

Apartment in Richmond

4.88 out of 5 average rating, 163 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.

Sep 7 – 14

G$24,112 GYD per night

Guest favorite

Apartment in Edgecomb

4.91 out of 5 average rating, 298 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.

Mar 15 – 22

G$21,784 GYD per night

Guest favorite

Guest suite in Woolwich

4.92 out of 5 average rating, 187 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.

Jul 28 – Aug 4

G$21,076 GYD per night

Guest favorite

Apartment in Damariscotta

4.94 out of 5 average rating, 339 reviews

Cottrill House on Damariscotta River # 1

Cottrell House/Studio. Enjoy the mid-coast in down town Damariscotta Maine. Private entrance, off street parking, private bath, living room with mini fridge, microwave and coffee maker. Private back yard with views over the Damariscotta River. Walk to unique restaurants and shops. Rent a kayak or a paddle board right across the street and enjoy the beautiful views of the Damariscotta River. Only, 25 minutes away from Pemaquid Point and Beach. This is non smoking property!

Nov 7 – 14

G$24,449 GYD per night

Guest favorite

Cottage in Edgecomb

4.97 out of 5 average rating, 181 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.

Oct 25 – Nov 1

G$34,691 GYD per night

Guest favorite

Guest suite in Damariscotta

4.93 out of 5 average rating, 149 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.

Mar 30 – Apr 6

G$21,979 GYD per night

Guest favorite

Guesthouse in Wiscasset

5.0 out of 5 average rating, 262 reviews

Recharge at Tranquil Sea Salt Cottage in Historic Wiscasset

Grab a book and curl up in the swing seat overlooking idyllic lawned gardens at this serene abode. Browse the owner’s fine art studio gallery on the property, then walk to local landmark “Red's Eats” for an iconic lobster roll. Wiscasset village hosts fantastic boutique shops, antique stores, art galleries, wine bar, restaurants all within walking distance. And just up the road is “The Alna Store”recently nominated for a James Beard Award!

Oct 1 – 8

G$50,651 GYD per night

Guest favorite

Guesthouse in Georgetown

4.9 out of 5 average rating, 136 reviews

Island Alchemy Cottage

Charming cottage on a beautiful island near marina, beaches, restaurants, and hiking trails. Wonderful mid-coast Maine location for lots of possibilities for outdoor adventures, antiquing, visiting art galleries and shops, and enjoying delicious cuisine. The cottage has everything you need for a peaceful getaway. Decorated with natural elements and local art pieces to get you in the mood for this beautiful location.

Jul 30 – Aug 6

G$25,975 GYD per night

Guest favorite

Guesthouse in Richmond

4.9 out of 5 average rating, 138 reviews

The Studio

Welcome to our 2.5 acre haven! This studio is full of life with color that will bring your spirits up. It is a little over 400 sq. ft. with your own private entrance from the garage and above apartment, on the first floor, your own parking and not too far from the city. Richmond is a small town that sits near the Kennebec River and Swan Island where you can enjoy outdoor adventures. * Space not equipped for children *

Apr 6 – 13

G$21,906 GYD per night

Guest favorite

Apartment in Damariscotta

4.92 out of 5 average rating, 255 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.

Nov 4 – 11

G$24,483 GYD per night

Guest favorite

Cabin in Edgecomb

4.87 out of 5 average rating, 860 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

Apr 23 – 30

G$31,452 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wiscasset vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Wiscasset's top sights

Red's Eats61 locals recommend

Montsweag Farm Restaurant18 locals recommend

Sprague's Lobster7 locals recommend

Sarah's Cafe & Twin Schooners Pub17 locals recommend

Sea Basket5 locals recommend

Wiscasset Speedway3 locals recommend

Other great vacation rentals in Wiscasset

Guest favorite

Guest suite in Bowdoinham

4.96 out of 5 average rating, 101 reviews

Sunny riverside carriage house

Feb 4 – 11

G$27,306 GYD per night

Guest favorite

Apartment in Richmond

4.91 out of 5 average rating, 230 reviews

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

Apr 20 – 27

G$27,112 GYD per night

Guest favorite

Guest suite in Bath

4.97 out of 5 average rating, 202 reviews

Historical Bath ME. Rated top 10 charming NE town.

May 16 – 23

G$28,528 GYD per night

Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 431 reviews

Harpswell Studio on Waterview Property! Lobster!

May 10 – 17

G$28,280 GYD per night

Guest favorite

Cottage in Wiscasset

4.87 out of 5 average rating, 211 reviews

Waterscape Cottage - private waterfront

Jan 13 – 20

G$36,996 GYD per night

Guest favorite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 328 reviews

The Cottage at the McCobb House

Dec 17 – 24

G$34,267 GYD per night

Guest favorite

Tiny home in Dresden

4.96 out of 5 average rating, 160 reviews

Maplenook Tiny Cabin - A Cozy Woodland Oasis

Dec 28 – Jan 4

G$23,559 GYD per night

Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 335 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Jan 21 – 28

G$14,420 GYD per night

Show all

Other great vacation rentals in Wiscasset

Guest favorite

Guest suite in Wiscasset

5.0 out of 5 average rating, 13 reviews

Birch Point at Cushman Cove- Private/Entire Suite

Aug 15 – 22

G$34,530 GYD per night

Guest favorite

Guesthouse in Damariscotta

4.95 out of 5 average rating, 21 reviews

The Midcoast Forest Retreat

Dec 3 – 10

G$18,058 GYD per night

Guest favorite

Guesthouse in Damariscotta

4.95 out of 5 average rating, 56 reviews

Private tree-top loft 5 minutes from Damariscotta.

Oct 5 – 12

G$23,144 GYD per night

Guest favorite

Apartment in Woolwich

5.0 out of 5 average rating, 27 reviews

Cozy, MidCoast Apartment

Nov 27 – Dec 4

G$26,771 GYD per night

Guest favorite

Apartment in Bath

4.97 out of 5 average rating, 33 reviews

1820s Maine Cottage with Garden

Aug 11 – 18

G$27,624 GYD per night

Guest favorite

Home in Edgecomb

4.93 out of 5 average rating, 44 reviews

Merryhaven- Edgecomb/Boothbay/Damariscotta

May 23 – 30

G$25,633 GYD per night

Guest favorite

Cottage in Edgecomb

4.9 out of 5 average rating, 29 reviews

Spacious 1 Bedroom Cottage Close to Everything 1

May 16 – 23

G$25,070 GYD per night

Guest favorite

Home in Wiscasset

4.9 out of 5 average rating, 10 reviews

Sunny, Open concept 1/2 of duplex in midcoast

Jun 1 – 8

G$26,981 GYD per night

Show all

Quick stats about vacation rentals in Wiscasset

Total rentals
120 properties
Wifi availability
120 properties include access to wifi
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
5.8K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wiscasset?
Yes! Work meets play with ease at over 60 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 house rentals in Wiscasset?
Wiscasset has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in cabin rentals in Wiscasset?
Experience the best of Wiscasset with our cabin rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cottage rentals in Wiscasset have wireless internet?
Absolutely! We offer over 20 cottage 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 House Rentals in Wiscasset?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wireless internet, over 20 homes with a bbq area, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Wiscasset vacation rentals

Top-rated vacation rentals in Wiscasset

Vacation rentals for every style

Houses

Apartments

Cottages

Popular amenities for Wiscasset vacation rentals

Stay near Wiscasset's top sights

Other great vacation rentals in Wiscasset

Guest suite in Bowdoinham

Apartment in Richmond

Guest suite in Bath

Guesthouse in Harpswell

Cottage in Wiscasset

Cottage in Boothbay Harbor

Tiny home in Dresden

Home in Lisbon

Other great vacation rentals in Wiscasset

Guest suite in Wiscasset

Guesthouse in Damariscotta

Guesthouse in Damariscotta

Apartment in Woolwich

Apartment in Bath

Home in Edgecomb

Cottage in Edgecomb

Home in Wiscasset

Quick stats about vacation rentals in Wiscasset

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Wiscasset?

Are there pet-friendly vacation rentals in Wiscasset?

Are there family-friendly house rentals in Wiscasset?

How much does it cost to stay in cabin rentals in Wiscasset?

Do cottage rentals in Wiscasset have wireless internet?

Do house rentals in Wiscasset have air conditioning?

Do house rentals in Wiscasset have a bbq area?

What are the most popular amenities for House Rentals in Wiscasset?

Destinations to explore