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, 345 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)

Mar 27 – Apr 3

G$32,231 GYD per night

Guest favorite

Apartment in Richmond

4.88 out of 5 average rating, 160 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.

Nov 11 – 18

G$24,115 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.

Nov 8 – 15

G$21,298 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.

Jun 4 – 11

G$20,039 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!

Apr 22 – 29

G$22,073 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.

Sep 13 – 20

G$22,639 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.

Aug 4 – 11

G$25,979 GYD per night

Guest favorite

Apartment in Richmond

4.91 out of 5 average rating, 227 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!

Nov 21 – 28

G$27,116 GYD per night

Guest favorite

Apartment in Damariscotta

4.92 out of 5 average rating, 254 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.

Dec 7 – 14

G$24,486 GYD per night

Guest favorite

Home in Lisbon

4.94 out of 5 average rating, 332 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.

Feb 7 – 14

G$13,803 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

Mar 17 – 24

G$31,269 GYD per night

Guest favorite

Apartment in Boothbay

4.96 out of 5 average rating, 259 reviews

Sunnymeade

Centrally located close to Boothbay Harbor, East Boothbay and Southport Island. Coastal Maine Botanical Gardens, Boothbay Region Land Trust's 26 hiking trails, Boothbay Railroad Village with live steam train rides and much, much more are great spots to visit.

Sep 23 – 30

G$21,261 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

Cottage in Wiscasset

4.87 out of 5 average rating, 211 reviews

Waterscape Cottage - private waterfront

Feb 17 – 24

G$37,240 GYD per night

Guest favorite

Home in Wiscasset

4.99 out of 5 average rating, 104 reviews

Victorian Charm in Wiscasset, Maine: Acorn Cottage

May 25 – Jun 1

G$63,278 GYD per night

Guest favorite

Guesthouse in Richmond

4.9 out of 5 average rating, 137 reviews

The Studio

Dec 8 – 15

G$21,909 GYD per night

Guest favorite

Cottage in Edgecomb

4.97 out of 5 average rating, 178 reviews

Charming Cottage With Spectacular Water View

Oct 17 – 22

G$43,901 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 8 – 15

G$23,562 GYD per night

Guest favorite

Cabin in Dresden

4.98 out of 5 average rating, 213 reviews

Merrymeeting Midcoast Cabin

Jun 26 – Jul 3

G$22,192 GYD per night

Guest favorite

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Oct 25 – Nov 1

G$33,530 GYD per night

Guest favorite

Cottage in Bath

4.88 out of 5 average rating, 498 reviews

Doubling Point Cottage

May 8 – 15

G$23,926 GYD per night

Show all

Other great vacation rentals in Wiscasset

Guest favorite

Home in Edgecomb

4.99 out of 5 average rating, 120 reviews

Cozy Lodge Meets Mid Century Hideaway

May 2 – 9

G$49,312 GYD per night

Guest favorite

Loft in West Gardiner

4.98 out of 5 average rating, 112 reviews

Cozy, Efficiency Apartment with Hot Tub

Feb 19 – 26

G$24,843 GYD per night

Guest favorite

Apartment in Damariscotta

4.84 out of 5 average rating, 461 reviews

"Ship Shape": waterfront, cozy studio- downtown

Nov 20 – 27

G$25,962 GYD per night

Guest favorite

Guest suite in Wiscasset

5.0 out of 5 average rating, 12 reviews

Birch Point at Cushman Cove- Private/Entire Suite

Oct 6 – 13

G$30,490 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 3 – 10

G$26,986 GYD per night

Guest favorite

Apartment in Bath

4.97 out of 5 average rating, 33 reviews

1820s Maine Cottage with Garden

Aug 18 – 25

G$26,771 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.

Nov 18 – 25

G$19,503 GYD per night

Guest favorite

Home in Edgecomb

4.93 out of 5 average rating, 43 reviews

Merryhaven- Edgecomb/Boothbay/Damariscotta

May 23 – 30

G$22,645 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 house rentals in Wiscasset have wireless internet?
Absolutely! We offer over 30 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 House Rentals in Wiscasset?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a bbq area, over 30 homes with wireless internet, 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

Apartments

Cottages

Houses

Popular amenities for Wiscasset vacation rentals

Stay near Wiscasset's top sights

Other great vacation rentals in Wiscasset

Cottage in Wiscasset

Home in Wiscasset

Guesthouse in Richmond

Cottage in Edgecomb

Tiny home in Dresden

Cabin in Dresden

Cottage in Topsham

Cottage in Bath

Other great vacation rentals in Wiscasset

Home in Edgecomb

Loft in West Gardiner

Apartment in Damariscotta

Guest suite in Wiscasset

Home in Wiscasset

Apartment in Bath

Guesthouse in Damariscotta

Home in Edgecomb

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 house 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