Harpswell vacation rentals

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Top-rated vacation rentals in Harpswell

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

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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.

Nov 11 – 18

R3,056 ZAR per night

Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 430 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.

May 6 – 13

R2,549 ZAR per night

Guest favorite

Loft in Brunswick

4.97 out of 5 average rating, 180 reviews

The Douglas Park Loft

The loft is a 20 X 20 space above our detached garage. Wide pine floors. 7 windows facing. Optimal for a couple. Sleep sofa is 70" x 54" so suitable for 1 adult or 2 children/teens. Sunny room w/room darkening shades. Radiant floor in the bathroom. Smart TV. Low radiation WiFi. Ethernet jack. Heat pump for heat or AC. Large under counter fridge w/out freezer but we have one in the garage. Two burner infrared cook-top. Toaster oven, Hot H2O kettle & coffee maker. Kitchen is ready for cooking.

Mar 17 – 24

R2,311 ZAR per night

Guest favorite

Guest suite in Brunswick

4.93 out of 5 average rating, 322 reviews

Private Guest Suite in Historic Downtown Brunswick

Welcome to the barn at 64 Federal! Enjoy this private guest suite, featuring its own entry, sitting room, bedroom, private bath, and laundry in a separate wing of this 1838 Greek Revival home. Plenty of light and heat pump/AC. Just two blocks to Bowdoin College and downtown Brunswick. Home on the National Historic Register and directly across from the Harriet Beecher Stowe House. Quiet family of four live in main wing of the house. Suite includes queen bed, pull-out couch and smart TV.

Oct 28 – Nov 4

R2,803 ZAR per night

Superhost

Cottage in Harpswell

4.9 out of 5 average rating, 124 reviews

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.

Oct 3 – 10

R9,342 ZAR per night

Guest favorite

Cabin in Freeport

4.98 out of 5 average rating, 469 reviews

Cozy Cottage-Near Harbor & Park

Bailiwick Cottage is a cozy, private cottage that looks south down Freeport (Harraseeket) Harbor in Freeport, ME. It is a 4 season accommodation that is close to Freeport shopping, Portland eating, and the Adventure Schools of LL Bean. The cottage sits approximately 50 yards from our main house, has its own parking space and patio, and offers the ability to come and go as you wish. We have had 12 honeymoons in the cottage. Freeport Registration # STRR-2022-59

May 14 – 21

R2,975 ZAR per night

Guest favorite

Guest suite in Brunswick

4.93 out of 5 average rating, 313 reviews

Art House Gallery guest suite

Welcome come stay at our 2 Bedroom guesthouse/duplex convenient to everything,walking distance to downtown 15 minutes to Freeport 25 minutes to Portland.smoke-free,private entrance ,WiFi,washer/dryer,full kitchen,pet friendly,40"TV smart tv with Netflix and Hulu, 5 minutes to Bowdoin College! Free eggs from our chickens included! And while in season help yourself to our vegetable garden. Fire pit area grill and outdoor dining area. We recycle and compost!

Dec 1 – 8

R2,028 ZAR per night

Guest favorite

Guest suite in Freeport

4.97 out of 5 average rating, 117 reviews

Solar Suite surrounded by Nature

Solar suite on conservation property offers peaceful getaway. Large sitting room furnished with contemporary sofa, reading area, bedroom nook with natural latex Queen mattress on Japanese platform, kitchen island/toaster oven, mini fridge, dishes, silverware, linen napkins (please note this is not a full kitchen for preparing meals) private bath/shower. On the lower level of our home with private entrance. Cedar hot tub available.

Oct 15 – 22

R2,320 ZAR 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.

Jul 16 – 23

R2,368 ZAR per night

Guest favorite

Apartment in Harpswell

4.94 out of 5 average rating, 172 reviews

Comfortable studio apartment in quiet location

Peaceful, rural second story studio apartment. Near Middle Bay in beautiful Harpswell, Maine. Enjoy our farmer's porch or walks to the shore deck to look out over the water and enjoy a sunset or go the the shore for a swim in summer. Short distance to Brunswick and Bowdoin College, local restaurants. The host also teaches porcelain doll making. You could learn to make porcelain dolls while enjoying the Maine coast.

Feb 18 – 25

R2,471 ZAR per night

Guest favorite

Home in Harpswell

4.98 out of 5 average rating, 174 reviews

Waterfront Cottage On Basin Cove - Amazing Sunsets

Bright, airy cottage right on Basin Cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

Jan 5 – 12

R5,480 ZAR per night

Guest favorite

Guest suite in Freeport

4.95 out of 5 average rating, 195 reviews

Weather's Edge, Freeport

Come enjoy the historic charm of South Freeport. This antique home and cozy accommodation await you, featuring a private entrance, private room, private full bath, t.v. with cable, and wi-fi. This is a second-floor room, accessed from a dramatic original (steep) staircase, and is conveniently located in an area of lovely homes, with Freeport Village just five minutes away.

May 18 – 25

R1,324 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Harpswell vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

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 vacation rentals in Harpswell

Guest favorite

Cottage in Edgecomb

4.9 out of 5 average rating, 105 reviews

Spectacular Water View Cottage

May 6 – 13

R2,275 ZAR per night

Guest favorite

Cottage in Pownal

4.99 out of 5 average rating, 322 reviews

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

Dec 31 – Jan 7

R5,301 ZAR per night

Guest favorite

Cottage in Edgecomb

4.97 out of 5 average rating, 176 reviews

Charming Cottage With Spectacular Water View

R3,185 ZAR per night

Guest favorite

Cottage in Boothbay Harbor

4.98 out of 5 average rating, 326 reviews

The Cottage at the McCobb House

Feb 27 – Mar 6

R3,124 ZAR per night

Guest favorite

Cottage in Wiscasset

4.87 out of 5 average rating, 211 reviews

Waterscape Cottage - private waterfront

Dec 13 – 20

R3,397 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 16 – 23

R3,331 ZAR per night

Guest favorite

Cottage in Lincolnville

4.91 out of 5 average rating, 329 reviews

Eco-friendly studio - ocean views, close to beach

Oct 2 – 9

R2,589 ZAR per night

Guest favorite

Cottage in Rockport

4.95 out of 5 average rating, 165 reviews

Designer’s Coastal Retreat with Simple Luxuries

Mar 24 – 31

R2,756 ZAR per night

Show all

Other great vacation rentals in Harpswell

Guest favorite

Home in Brunswick

4.93 out of 5 average rating, 211 reviews

A cozy, cute and comfortable house.

Apr 26 – May 3

R2,839 ZAR per night

Guest favorite

Apartment in Boothbay

4.96 out of 5 average rating, 259 reviews

Sunnymeade

Oct 17 – 24

R1,561 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

Mar 12 – 19

R2,110 ZAR per night

Guest favorite

Loft in Brunswick

4.92 out of 5 average rating, 501 reviews

Downtown Hideaway-Loft HotTub Modern Clean Private

Feb 28 – Mar 7

R2,584 ZAR per night

Guest favorite

Home in Edgecomb

4.99 out of 5 average rating, 119 reviews

Cozy Lodge Meets Mid Century Hideaway

Apr 21 – 28

R3,058 ZAR per night

Guest favorite

Home in Edgecomb

4.95 out of 5 average rating, 402 reviews

Sheepscot Harbour Cottage/waterview

Nov 26 – Dec 3

R2,706 ZAR per night

Guest favorite

Treehouse in Georgetown

4.98 out of 5 average rating, 402 reviews

Modern Tree Dwelling w/Water Views+Cedar Hot Tub

Dec 14 – 21

R6,438 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

Jan 4 – 11

R3,379 ZAR per night

Show all

Quick stats about vacation rentals in Harpswell

Total rentals
280 properties
Rentals with dedicated workspaces
130 properties have a dedicated workspace
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
220 properties are a good fit for families
Total number of reviews
7K reviews
Nightly prices starting at
R950 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 70 cottage rentals to over 140 house 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 130 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 70 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.

Harpswell vacation rentals

Top-rated vacation rentals in Harpswell

Vacation rentals for every style

Cottages

Houses

Apartments

Popular amenities for Harpswell vacation rentals

Stay near Harpswell's top sights

Other great vacation rentals in Harpswell

Cottage in Edgecomb

Cottage in Pownal

Cottage in Edgecomb

Cottage in Boothbay Harbor

Cottage in Wiscasset

Cottage in Scarborough

Cottage in Lincolnville

Cottage in Rockport

Other great vacation rentals in Harpswell

Home in Brunswick

Apartment in Boothbay

Apartment in Freeport

Loft in Brunswick

Home in Edgecomb

Home in Edgecomb

Treehouse in Georgetown

Apartment in Orr's Island

Quick stats about vacation rentals in Harpswell

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What types of vacation rentals are available in Harpswell?

Are there vacation rentals with a dedicated workspace in Harpswell?

Are there pet-friendly vacation rentals in Harpswell?

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

Do cottage rentals in Harpswell have self check-in?

Do cottage rentals in Harpswell have a bbq area?

Do cottage rentals in Harpswell have wifi?

Are there family-friendly cottage rentals in Harpswell?

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