Vacation rentals in Harpswell

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Top-rated vacation rentals in Harpswell

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

Guest favorite
Cottage in Harpswell
Classic Maine Cottage - dock, sauna & kayaks
The Perfect Maine Cottage! On the edge of the ocean, carefully preserved with traditional details. Charming, open floor plan, with a wall of windows to the ocean. Sunny large wrap-around deck and screen porch creates beautiful outside spaces to enjoy. Perfect for listening to waves and watch lobstermen pull up their traps. Cathedral ceilings and Scandinavian design gives the cottage an exclusive feeling. Gentle stairs lead to the private deep water dock for all kinds of boating.
May 20 – 27
$399 per night
4.9 out of 5 average rating, 124 reviews
Guest favorite
Treehouse in Georgetown
Modern Tree Dwelling w/Water Views+Cedar Hot Tub
Stay in our custom designed tree dwelling w/ wood-fired cedar hot tub up among the trees! This unique structure is perched atop a 21-acre wooded hill sloping to water views. Enjoy stunning views from the King size bed through a wall of windows. Located in a classic coastal Maine village w/ Reid State Park's miles of beaches + famed Five Islands Lobster Co. (See 2 other tree dwellings on our 21 acre property listed on AirBnb as "Tree Dwelling w/Water Views." See our reviews!).
Dec 10 – 17
$295 per night
4.98 out of 5 average rating, 394 reviews
Guest favorite
Guesthouse in Harpswell
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! Available 1/18 and this weekend!
Sep 6 – 13
$123 per night
4.95 out of 5 average rating, 428 reviews

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
Charming Cottage With Spectacular Water View
Mar 6 – 11
$150 per night
4.98 out of 5 average rating, 169 reviews
Guest favorite
Cottage in Pownal
Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike
Feb 17 – 24
$253 per night
4.99 out of 5 average rating, 317 reviews
Guest favorite
Cottage in Boothbay Harbor
The Cottage at the McCobb House
Dec 27 – Jan 3
$144 per night
4.98 out of 5 average rating, 321 reviews
Guest favorite
Cottage in Topsham
Cozy waterfront home on Merrymeeting Bay.
Sep 10 – 17
$153 per night
4.95 out of 5 average rating, 210 reviews
Guest favorite
Cottage in Bath
Doubling Point Cottage
Aug 4 – 11
$132 per night
4.88 out of 5 average rating, 494 reviews
Guest favorite
Cottage in Edgecomb
Spectacular Water View Cottage
Dec 13 – 20
$143 per night
4.91 out of 5 average rating, 102 reviews
Guest favorite
Cottage in Wiscasset
Waterscape Cottage - private waterfront
Nov 9 – 16
$155 per night
4.87 out of 5 average rating, 211 reviews
Guest favorite
Cottage in Scarborough
Bright, clean, private cottage near Higgins Beach!
Sep 26 – Oct 3
$135 per night
4.97 out of 5 average rating, 161 reviews
Guest favorite
Cottage in Raymond
Cozy Waterfront Cabin in Raymond
May 7 – 14
$158 per night
4.92 out of 5 average rating, 99 reviews
Guest favorite
Cottage in Friendship
Our charming,oceanfront, Bradford point cottage
Oct 26 – Nov 2
$226 per night
4.9 out of 5 average rating, 209 reviews
Guest favorite
Cottage in Saco
Deja Blue~Guest Beach House
Feb 20 – 27
$399 per night
4.93 out of 5 average rating, 307 reviews
Superhost
Cottage in Phippsburg
Modern Cottage; Water Views; Game Room
Oct 22 – 29
$307 per night
4.88 out of 5 average rating, 123 reviews

House rentals in Harpswell

Guest favorite
Home in Lisbon
Unplug at a Beachy Bolthole with Classic New England Style
Feb 3 – 10
$57 per night
4.94 out of 5 average rating, 326 reviews
Guest favorite
Home in Brunswick
A cozy, cute and comfortable house.
Oct 17 – 24
$130 per night
4.93 out of 5 average rating, 210 reviews
Guest favorite
Home in Yarmouth
Beautiful Coastal Maine Getaway
Nov 11 – 18
$325 per night
4.92 out of 5 average rating, 480 reviews
Guest favorite
Home in Edgecomb
Cozy Lodge Meets Mid Century Hideaway
May 28 – Jun 4
$210 per night
4.99 out of 5 average rating, 115 reviews
Guest favorite
Home in Freeport
The Outlet House, Comfortable Cottage
Mar 27 – Apr 3
$133 per night
4.94 out of 5 average rating, 200 reviews
Guest favorite
Home in Edgecomb
Sheepscot Harbour Cottage/waterview
Oct 30 – Nov 6
$129 per night
4.95 out of 5 average rating, 394 reviews
Guest favorite
Home in Georgetown
Peaceful and Charming Cottage in the woods
Jan 27 – Feb 3
$170 per night
4.94 out of 5 average rating, 142 reviews
Guest favorite
Home in Hollis
Birch Ledge Guesthouse--Four Season Maine Getaway
Aug 21 – 28
$160 per night
4.98 out of 5 average rating, 349 reviews
Guest favorite
Home in Bath
Gorgeous Winter Studio Getaway on the Kennebec
Jun 28 – Jul 5
$219 per night
4.89 out of 5 average rating, 272 reviews
Guest favorite
Home in Saco
Oceanfront w/ Stunning views and Private Deck☀️🏖
Nov 21 – 28
$468 per night
5.0 out of 5 average rating, 124 reviews
Superhost
Home in Falmouth
Amazing Bay View Home with Hot Tub
Nov 6 – 13
$170 per night
4.85 out of 5 average rating, 169 reviews
Guest favorite
Home in Scarborough
Swim spa under the starry night pool/hot tub/sauna
Oct 9 – 16
$494 per night
4.98 out of 5 average rating, 218 reviews

Other great vacation rentals in Harpswell

Guest favorite
Guest suite in Freeport
Solar Suite surrounded by Nature
Sep 22 – 29
$106 per night
4.96 out of 5 average rating, 113 reviews
Guest favorite
Apartment in Orr's Island
Shore House, Posey Unit - Ocean Front Property
Nov 1 – 8
$154 per night
4.91 out of 5 average rating, 109 reviews
Guest favorite
Apartment in Brunswick
Charming Saltwater Farm apartment
Oct 29 – Nov 5
$113 per night
4.99 out of 5 average rating, 194 reviews
Guest favorite
Guest suite in Georgetown
Luxury suite, fireplace, jacuzzi
Jan 2 – 9
$190 per night
4.97 out of 5 average rating, 320 reviews
Guest favorite
Guest suite in Freeport
Weather's Edge, Freeport
Aug 11 – 18
$81 per night
4.96 out of 5 average rating, 191 reviews
Guest favorite
Guesthouse in South Bristol
Waterfront Guest House on the Maine Coast
Apr 21 – 28
$134 per night
4.98 out of 5 average rating, 338 reviews
Guest favorite
Guest suite in Brunswick
Art House Gallery guest suite
Nov 5 – 12
$94 per night
4.93 out of 5 average rating, 307 reviews
Guest favorite
Guesthouse in Boothbay Harbor
The Sparrow’s Nest Charming Country Cottage
Sep 29 – Oct 6
$379 per night
5.0 out of 5 average rating, 225 reviews
Guest favorite
Cabin in Freeport
Cozy Cottage-Near Harbor & Park
Jul 21 – 28
$159 per night
4.98 out of 5 average rating, 467 reviews
Guest favorite
Tiny home in Freeport
Cozy Rock Cabin #thewaylifeshouldbe
$267 per night
4.99 out of 5 average rating, 197 reviews
Guest favorite
Guest suite in South Portland
Oceanfront with amazing views and private entrance
Aug 21 – 28
$289 per night
5.0 out of 5 average rating, 668 reviews
Guest favorite
Loft in Freeport
Cozy & Private Studio Apartment (Pet Friendly!)
Mar 16 – 23
$99 per night
4.98 out of 5 average rating, 192 reviews

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

$50 before taxes and fees

Destinations to explore

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