Holiday rentals in Harpswell

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Top-rated holiday rentals in Harpswell

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

Guest favourite

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.

23–30 Oct

€ 169 per night
Guest favourite

Flat 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.

21–28 Oct

€ 100 per night
Guest favourite

Guest house 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.

5–12 Nov

€ 139 per night

Popular amenities for Harpswell holiday 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

Other great holiday rentals in Harpswell

Guest favourite

Guest suite in South Portland

5.0 out of 5 average rating, 164 reviews

Bright Guest Studio Near Lighthouses and Beach

6–13 Feb

€ 110 per night
Guest favourite

Home in Brunswick

4.93 out of 5 average rating, 211 reviews

A cozy, cute and comfortable house.

27 Apr – 4 May

€ 158 per night
Guest favourite

Cottage in Harpswell

4.98 out of 5 average rating, 81 reviews

Sea View Bungalow

22–29 Dec

€ 184 per night
Guest favourite

Guest house in Brunswick

4.94 out of 5 average rating, 87 reviews

Modern Brunswick Cottage near Bowdoin & Downtown

24–31 Dec

€ 101 per night
Guest favourite

Guest house in Freeport

5.0 out of 5 average rating, 23 reviews

Mast Landing Cottage

18–25 Feb

€ 140 per night
Guest favourite

Cottage in Harpswell

5.0 out of 5 average rating, 26 reviews

Dockside Cottage at Lookout Point

4–11 Oct

€ 285 per night
Guest favourite

Cottage in Harpswell

4.94 out of 5 average rating, 31 reviews

Old fashion neighborhood near the water.

14–21 Oct

€ 193 per night
Guest favourite

Guest house in West Bath

5.0 out of 5 average rating, 15 reviews

Spruce Ledge Boathouse

25 Oct – 1 Nov

€ 204 per night
Guest favourite

Cottage in Harpswell

4.98 out of 5 average rating, 47 reviews

Ocean front cottage , great water views

2–9 Jun

€ 406 per night
Guest favourite

Home in Harpswell

5.0 out of 5 average rating, 80 reviews

Brand new year-round oceanfront home with beach.

10–17 Feb

€ 1,193 per night
Guest favourite

Tiny home in Georgetown

5.0 out of 5 average rating, 54 reviews

Studio Cabin on Pond+Near Beach+Porch+AC+FirePit

7–14 Nov

€ 169 per night
Guest favourite

Cottage in Harpswell

4.94 out of 5 average rating, 52 reviews

Relaxing 2 bedroom Maine Cottage getaway

9–16 Jan

€ 247 per night

Quick stats about holiday 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

€ 46 before taxes and fees

Destinations to explore

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