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.

Guest favorite

Apartment in Richmond

4.88 out of 5 average rating, 156 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 18 – 25

R2,190 ZAR per night
Guest favorite

Tiny home in Dresden

4.96 out of 5 average rating, 160 reviews

Maplenook Tiny Cabin - A Cozy Woodland Oasis

Escape the hustle and bustle and retreat to the woods with this off grid tiny cabin nestled among a nook of maples. Surrounded by 20 acres of woods with a wide winding walking path to a beaver pond and a stone’s throw away from the Kennebec and Eastern Rivers. This is the perfect little woodland oasis! - 15 minutes to scenic Route 1 + Maine’s beautiful coast, 30 minutes to the Freeport outlets + LLBean Flagship Store and 45 minutes to Portland and the white sandy beaches of Popham and Pemaquid.

Jul 15 – 22

R2,139 ZAR per night
Guest favorite

Apartment in Edgecomb

4.91 out of 5 average rating, 296 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.

Oct 21 – 28

R1,881 ZAR per night

Popular amenities for Wiscasset vacation rentals

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

Home in Lisbon

4.94 out of 5 average rating, 328 reviews

Unplug at a Beachy Bolthole with Classic New England Style

Feb 20 – 27

R1,253 ZAR per night
Guest favorite

Apartment in Bowdoinham

4.96 out of 5 average rating, 101 reviews

Sunny riverside carriage house

May 30 – Jun 6

R2,480 ZAR per night
Guest favorite

Guesthouse in South Bristol

4.98 out of 5 average rating, 342 reviews

Waterfront Guest House on the Maine Coast

Jan 19 – 26

R2,926 ZAR per night
Guest favorite

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Oct 23 – 30

R3,044 ZAR per night
Guest favorite

Cottage in Bath

4.88 out of 5 average rating, 495 reviews

Doubling Point Cottage

May 5 – 12

R2,198 ZAR per night
Guest favorite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 324 reviews

The Cottage at the McCobb House

Jan 24 – 31

R3,112 ZAR per night
Guest favorite

Guesthouse in Bath

5.0 out of 5 average rating, 110 reviews

Waterfront Sunrise Cove Cottage

May 12 – 19

R2,911 ZAR per night
Guest favorite

Cabin in Bremen

4.95 out of 5 average rating, 173 reviews

Ocean Front Cottage: Little Heaven

Sep 25 – Oct 2

R3,001 ZAR per night
Guest favorite

Cabin in Dresden

4.98 out of 5 average rating, 213 reviews

Merrymeeting Midcoast Cabin

Apr 21 – 28

R1,684 ZAR per night
Guest favorite

Cabin in Edgecomb

4.92 out of 5 average rating, 155 reviews

Davis Island Waterfront Retreat

Jan 11 – 18

R4,300 ZAR per night
Guest favorite

Apartment in Boothbay Harbor

4.95 out of 5 average rating, 333 reviews

Deckhouse with Footbridge Views!

Apr 14 – 21

R3,091 ZAR per night
Guest favorite

Guesthouse in Richmond

4.9 out of 5 average rating, 135 reviews

The Studio

Oct 24 – 31

R2,428 ZAR per night

Other great vacation rentals in Wiscasset

Guest favorite

Apartment in Damariscotta

4.84 out of 5 average rating, 461 reviews

"Ship Shape": waterfront, cozy studio- downtown

Nov 5 – 12

R2,357 ZAR per night
Guest favorite

Cabin in Freedom

4.9 out of 5 average rating, 288 reviews

Cozy Lakefront Cabin in Freedom, ME

Dec 4 – 11

R1,555 ZAR per night
Guest favorite

Guest suite in Wiscasset

5.0 out of 5 average rating, 11 reviews

Birch Point at Cushman Cove- Private/Entire Suite

Apr 16 – 23

R2,369 ZAR 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 2 – 9

R2,450 ZAR per night
Guest favorite

Apartment in Woolwich

5.0 out of 5 average rating, 25 reviews

Cozy, MidCoast Apartment

Jun 1 – 8

R2,626 ZAR per night
Guest favorite

Tiny home in Edgecomb

4.97 out of 5 average rating, 61 reviews

Cozy Waterfront Cottage in Mid-coast Maine

Nov 28 – Dec 5

R3,348 ZAR per night
Guest favorite

Apartment in Boothbay Harbor

5.0 out of 5 average rating, 60 reviews

Harbor for Two

Nov 10 – 17

R2,608 ZAR per night
Guest favorite

Guesthouse in Damariscotta

4.95 out of 5 average rating, 56 reviews

Private tree-top loft 5 minutes from Damariscotta.

May 2 – 9

R1,585 ZAR per night
Guest favorite

Guesthouse in Brunswick

4.94 out of 5 average rating, 87 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

Dec 24 – 31

R1,682 ZAR per night
Guest favorite

Guest suite in Boothbay

4.95 out of 5 average rating, 86 reviews

Linekin Guest Suite

Apr 22 – 29

R1,483 ZAR per night
Guest favorite

Apartment in Bath

4.94 out of 5 average rating, 32 reviews

Charming nest centrally located in Historic Bath

Sep 29 – Oct 6

R2,137 ZAR per night
Guest favorite

Home in Edgecomb

4.93 out of 5 average rating, 43 reviews

Merryhaven- Edgecomb/Boothbay/Damariscotta

Dec 3 – 10

R2,899 ZAR per night

Quick stats about vacation rentals in Wiscasset

Total rentals

130 properties

Wifi availability

120 properties include access to wifi

Rentals with dedicated workspaces

70 properties have a dedicated workspace

Pet-friendly rentals

30 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 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 30 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 apartment rentals in Wiscasset?

    Experience the best of Wiscasset with our apartment 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 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 cottage rentals in Wiscasset have air conditioning?

    Absolutely! We offer over 10 cottage 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 air conditioning, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Lincoln County
  5. Wiscasset