Vacation rentals in Harpswell

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Harpswell

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

Guest favorite

Cottage in Topsham

4.95 out of 5 average rating, 212 reviews

Cozy waterfront home on Merrymeeting Bay.

Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

Oct 23 – 30

R3,044 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
Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 428 reviews

Harpswell Studio on Waterview Property! Lobster!

Attached Cottage Style Studio! Clean, comfy, spacious, colorful and bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Two spectacular state parks with expansive beaches within a scenic 35 minute drive! Just 45 minutes (33 miles) to Coastal Maine Botanical Gardens! Saturday check-in may be available before mid June. Please message us.

Nov 5 – 12

R2,597 ZAR per night

Popular amenities for Harpswell vacation rentals

Stay near Harpswell's top sights

Wolfe's Neck Woods State Park123 locals recommend
Wolfe's Neck Oceanfront Camping5 locals recommend
Cook's Lobster & Ale House61 locals recommend
Dolphin Marina & Restaurant81 locals recommend
Land's End Gift Shop41 locals recommend
Erica's Seafood29 locals recommend

Cottage rentals in Harpswell

Guest favorite

Cottage in Edgecomb

4.9 out of 5 average rating, 104 reviews

Spectacular Water View Cottage

Nov 7 – 14

R2,582 ZAR per night
Guest favorite

Cottage in Pownal

4.99 out of 5 average rating, 321 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Jan 28 – Feb 4

R5,200 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

Cottage in Scarborough

4.85 out of 5 average rating, 279 reviews

Charming beach cottage

Apr 22 – 29

R2,124 ZAR per night
Guest favorite

Cottage in Scarborough

4.97 out of 5 average rating, 161 reviews

Bright, clean, private cottage near Higgins Beach!

Feb 22 – Mar 1

R2,980 ZAR per night
Guest favorite

Cottage in Rockport

4.94 out of 5 average rating, 162 reviews

Designer’s Coastal Retreat with Simple Luxuries

Jan 18 – 25

R2,551 ZAR per night
Guest favorite

Cottage in Sabattus

4.96 out of 5 average rating, 100 reviews

Maine lakehouse- Excellent Ice Fishing &Ski nearby

Nov 11 – 18

R2,730 ZAR per night
Guest favorite

Cottage in Wiscasset

4.87 out of 5 average rating, 211 reviews

Waterscape Cottage - private waterfront

Mar 14 – 21

R3,400 ZAR per night
Guest favorite

Cottage in Owls Head

4.99 out of 5 average rating, 139 reviews

Coastal Maine contemporary cottage

Oct 3 – 10

R2,774 ZAR per night
Guest favorite

Cottage in Raymond

4.92 out of 5 average rating, 99 reviews

Cozy Waterfront Cabin in Raymond

May 12 – 19

R3,470 ZAR per night
Guest favorite

Cottage in Waterford

4.99 out of 5 average rating, 109 reviews

Tall Pines Hideaway

Oct 18 – 25

R2,859 ZAR per night
Guest favorite

Cottage in Saint George

4.96 out of 5 average rating, 188 reviews

Hidden Haven A Rustic Retreat In St. George, Maine

Oct 28 – Nov 4

R3,023 ZAR per night

Other great vacation rentals in Harpswell

Guest favorite

Treehouse in Georgetown

4.98 out of 5 average rating, 399 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Oct 24 – 31

R6,413 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

Home in Brunswick

4.93 out of 5 average rating, 211 reviews

A cozy, cute and comfortable house.

Apr 27 – May 4

R2,828 ZAR per night
Guest favorite

Apartment in Orr's Island

4.91 out of 5 average rating, 109 reviews

Shore House, Posey Unit - Ocean Front Property

Oct 31 – Nov 7

R3,366 ZAR per night
Guest favorite

Guest suite in Brunswick

4.93 out of 5 average rating, 310 reviews

Art House Gallery guest suite

Dec 18 – 25

R2,335 ZAR per night
Guest favorite

Apartment in Brunswick

4.98 out of 5 average rating, 137 reviews

Garden view near Bowdoin College

Jul 8 – 15

R2,633 ZAR per night
Guest favorite

Cabin in Freeport

4.98 out of 5 average rating, 469 reviews

Cozy Cottage-Near Harbor & Park

Sep 30 – Oct 7

R3,349 ZAR per night
Guest favorite

Apartment in Freeport

4.91 out of 5 average rating, 195 reviews

1000 sq. ft. 1BR+ Apt Close to Town & Nature

Feb 10 – 17

R2,102 ZAR per night
Guest favorite

Loft in Brunswick

4.97 out of 5 average rating, 180 reviews

The Douglas Park Loft

Feb 18 – 25

R2,303 ZAR per night
Guest favorite

Yurt in Chebeague Island

4.97 out of 5 average rating, 101 reviews

Yurt on Chebeague Island

Nov 22 – 29

R2,356 ZAR per night
Guest favorite

Guesthouse in Cape Elizabeth

4.98 out of 5 average rating, 138 reviews

Newly built private guest suite off Shore Road

May 6 – 13

R2,767 ZAR per night
Guest favorite

Tiny home in Durham

4.99 out of 5 average rating, 295 reviews

Crow’s Nest Tiny House at Old Crow Ranch

Jan 11 – 18

R3,205 ZAR per night

Quick stats about vacation rentals in Harpswell

Total rentals

270 properties

Rentals with dedicated workspaces

120 properties have a dedicated workspace

Pet-friendly rentals

110 properties allow pets

Family-friendly rentals

210 properties are a good fit for families

Total number of reviews

7.1K reviews

Nightly prices starting at

R947 ZAR before taxes and fees

Frequently Asked Questions

  • What types of vacation rentals are available in Harpswell?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Harpswell. From over 140 house rentals to over 80 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.

  • Are there vacation rentals with a dedicated workspace in Harpswell?

    Yes! Work meets play with ease at over 120 vacation rentals in Harpswell featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Harpswell?

    Four-legged friends are welcome in Harpswell. Choose from more than 110 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cottage rentals in Harpswell?

    Experience the best of Harpswell with our cottage rentals, starting at about $110 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 Harpswell have self check-in?

    Absolutely! We offer over 20 cottage rentals with self check-in in Harpswell. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Harpswell have a bbq area?

    Absolutely! We offer over 50 cottage rentals with a bbq area in Harpswell. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Harpswell have wifi?

    Absolutely! We offer over 80 cottage rentals with wifi in Harpswell. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cottage rentals in Harpswell?

    Harpswell has more than 60 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore

  1. Airbnb
  2. United States
  3. Maine
  4. Cumberland County
  5. Harpswell