Harpswell Holiday Homes from €143: Search Top House Rentals

Harpswell Holiday Homes
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A coastal scene with a house, boats, and a rocky shoreline.

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Our top choices for Harpswell holiday homes

A lakeside property with a deck, picnic table, and barbecue grill.

A single-story house with a front porch and a small deck, surrounded by a grassy yard and dense trees.

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, a stove, and a sink. There is a table with magazines and a pair of scissors. A clock and a welcome sign are on the wall.

A metal staircase leading to a wooden deck over water, surrounded by greenery.

1. Camp Forever cottage

Camp Forever cottage

Harpswell

9.6 out of 10, Exceptional, (71 reviews)

9.6/10

Exceptional

(71 reviews)

"We had a really nice day in communication and check-in were very easy. Overall, it was a lovely day and we would definitely consider returning."

Len B.

The price is €331

€331

includes taxes & fees

1 Nov - 2 Nov

Camp Forever cottage

A wooden deck with outdoor seating and string lights.

A kitchen with a dishwasher, a brick fireplace, and a dining area with a chandelier.

A sliding glass door leading to a room with a wooden floor and a bed.

A wooden staircase leading to a white door with a wreath and a flower pot on the steps.

2. Full sized home

Full sized home

Harpswell

9.8 out of 10, Exceptional, (75 reviews)

9.8/10

Exceptional

(75 reviews)

"Wonderful stay!"

Erika T.

The price is €330

€330

includes taxes & fees

27 Oct - 28 Oct

Full sized home

A lush garden with a hammock, a variety of flowers, and a lake in the background.

A dining table with a woven basket, a vase with flowers, and a framed picture on the wall.

A modern kitchen with a marble countertop, a gold faucet, and white cabinets. There is a painting on the wall and a chair in the background.

A spacious living room with a sofa, two wicker chairs, a coffee table, and a fireplace.

3. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Classic New England Waterfront House Big Lawn Beautiful Sunrise

Harpswell

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"We had a wonderful stay! "

Ashma B.

Classic New England Waterfront House Big Lawn Beautiful Sunrise

A modern kitchen with a large island, dark cabinetry, and a view of a lake.

A modern kitchen with a large island, dark cabinets, and a view of a lake.

A well-maintained garden with a variety of plants and flowers, a large rock in the foreground, and a lake in the background.

A wooden deck with two wicker chairs and a glass table, overlooking a lake and surrounded by trees.

4. The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury

The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury

Harpswell

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."

Edwin M.

The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury

A cozy living room with a wooden ceiling, a sofa, a table, and a sliding glass door leading to a balcony.

A cozy living room with a wooden ceiling, a beige sofa, a white coffee table, and a kitchen in the background.

A cozy living room with a sofa, chairs, a dining table, and a kitchen area with wooden cabinets and a refrigerator.

A kitchen with wooden cabinets, a white refrigerator, a microwave, a stove, and a sign that reads "FRESH MAINE LOBSTERS".

5. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views

West Point

9.2 out of 10, Wonderful, (12 reviews)

9.2/10

Wonderful

(12 reviews)

"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"

Rebecca

The price is €196

€196

includes taxes & fees

1 Nov - 2 Nov

Mid Coast Getaway w/ water views

A treehouse with a wooden staircase and a small building with a colorful mural.

A staircase with nautical-themed wall decorations.

A hallway with two rugs featuring anchor designs, white doors, and a ceiling light.

A silver convertible car parked in front of a red house with a garden.

6. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Bath

8.0 out of 10, Very good, (31 reviews)

8.0/10

Very good

(31 reviews)

"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"

Esther

The price is €143

€143

includes taxes & fees

22 Oct - 23 Oct

Perfect stopover, getaway, base to explore the area, or to simply stay in town.

A spacious room with a wooden floor, a dining area with chairs and a table, a sofa, a TV, and a balcony with a view of the sea.

A spacious living room with a large sofa, wooden flooring, and a ceiling fan.

A bedroom with a bed, a desk, and a chair. There is a door leading to another room and a window with curtains.

A residential building with a wooden staircase leading to a second floor.

7. 2 bedroom w/ expansive water views

2 bedroom w/ expansive water views

West Point

9.8 out of 10, Exceptional, (6 reviews)

9.8/10

Exceptional

(6 reviews)

"Place was clean, beautiful and the photos do not do it justice. The perfect get away vacation from the rat race."

Gregory M.

The price is €222

€222

includes taxes & fees

1 Nov - 2 Nov

2 bedroom w/ expansive water views

A spacious living room with large windows, a sofa, a chair, and a small table.

A covered outdoor seating area with three wooden chairs and a small table, surrounded by a stone wall and gravel ground.

A spacious living area with a white sofa, a patterned rug, and a kitchen in the background.

A two-story house with a garage and a covered porch.

8. 1 Mi to Maine Street! MCM-Style Home in Brunswick

1 Mi to Maine Street! MCM-Style Home in Brunswick

Brunswick

9.6 out of 10, Exceptional, (12 reviews)

9.6/10

Exceptional

(12 reviews)

"Quiet, clean, well appointed house close to Maine St Brunswick and convenient to both Portland and points north. "

Kendra G.

The price is €299

€299

includes taxes & fees

20 Oct - 21 Oct

1 Mi to Maine Street! MCM-Style Home in Brunswick

A wooden staircase with a wooden railing, surrounded by green foliage.

A kitchen with a GE microwave, a coffee maker, and a kettle on the counter.

A porch with a rocking chair and a metal bench with decorative plates.

A bedroom with a navy blue bedspread, two matching pillows, a navy blue and white anchor-patterned rug, and two bedside tables with lamps.

9. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

Bath

8.2 out of 10, Very good, (21 reviews)

8.2/10

Very good

(21 reviews)

"Cute but aging small space, Near attractions"

michael

The price is €175

€175

includes taxes & fees

20 Oct - 21 Oct

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

A round table with a laptop, surrounded by chairs, in a room with large windows overlooking a body of water and a grassy area.

A grassy area with outdoor seating and a view of the sea.

A rocky shoreline at sunset with calm water and distant land.

10. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Harpswell

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."

Jane D.

The price is €392

€392

includes taxes & fees

27 Oct - 28 Oct

Orchid Harbor, Bailey Island 3BR

A spacious bedroom with a large bed, a rocking chair, and a view of a balcony with a white railing.

A spacious dining area with a long wooden table and chairs, a spiral staircase, and a large window providing a view of the outdoors.

A neatly made bed with pillows and a blanket, a bedside lamp, and a small wooden nightstand with a lamp.

11. Fantastic Waterfront Views

Fantastic Waterfront Views

West Point

9.6 out of 10, Exceptional, (21 reviews)

9.6/10

Exceptional

(21 reviews)

"The location and views were incredible. Quiet and relaxing spot."

Vanessa W.

The price is €192

€192

includes taxes & fees

28 Oct - 29 Oct

Fantastic Waterfront Views

A deck with white railings overlooking a body of water, boats, and a forested shoreline.

A dining area with a wooden table and chairs, a staircase, and a view of the outdoors.

A bedroom with a bed, two bedside lamps, a window with curtains, a framed picture on the wall, and a wooden nightstand.

A kitchen with wooden cabinets, a large island with bar stools, a refrigerator, and a window with curtains.

12. Captains Watch: A Coastal Escape

Captains Watch: A Coastal Escape

West Point

The price is €195

€195

includes taxes & fees

19 Oct - 20 Oct

Captains Watch: A Coastal Escape

A covered porch with a view of a lake and trees.

A stone pathway leading to a building with a wooden fence on one side.

A living room with a sofa, a coffee table, a television, and built-in shelving with books and decorative items.

A house with a stone pathway leading to the front door, surrounded by lush greenery and a lake view.

13. Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!

Brunswick

9.8 out of 10, Exceptional, (10 reviews)

9.8/10

Exceptional

(10 reviews)

"Lovely location "

Michelle S.

The price is €377

€377

includes taxes & fees

17 Nov - 18 Nov

Mere Point Sunrise Views at Eastern Shore!

A rocking chair and a small table with a decorative plate, both placed on a wooden deck in front of a red building with a white door.

A bed with navy blue pillows featuring a ship and anchor design, a red and white houndstooth throw, and a view of trees through large windows.

A cozy living room with a fireplace, two armchairs, a blue rug, and a window with blinds.

14. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

Bath

9.0 out of 10, Wonderful, (28 reviews)

9.0/10

Wonderful

(28 reviews)

"Clean, walkable to town, nice backyard to sit and talk."

Kathleen

The price is €225

€225

includes taxes & fees

20 Oct - 21 Oct

2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

A two-story white house with a front porch, green shutters, and a covered patio area with chairs.

A modern kitchen with white cabinets, stainless steel appliances, and a dark countertop.

A two-story white house with a porch and a lawn with fallen leaves.

15. Charming Historic home steps away from downtown

Charming Historic home steps away from downtown

Bath

9.4 out of 10, Exceptional, (3 reviews)

9.4/10

Exceptional

(3 reviews)

"The communication was excellent. The location was excellent."

Holly Y.

The price is €627

€627

includes taxes & fees

19 Oct - 20 Oct

Charming Historic home steps away from downtown

A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

A bathroom with a toilet, a sink, a mirror, and a cabinet.

A bedroom with two beds, a nightstand, and a window with blinds.

A laundry room with a front-loading washer and dryer, wooden flooring, and a white door.

16. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood

Freeport

Quiet Spot in lovely Freeport neighborhood

A cozy room with wooden flooring, wicker furniture, and a white brick wall.

A modern kitchen with wooden cabinets, a granite countertop, a coffee maker, and a dishwasher.

A house with a front porch, a small patio, and a fenced backyard.

A dining area with a wooden table set for four, surrounded by wicker chairs.

17. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

Brunswick

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Great location and super clean house"

Gary R.

The price is €648

€648

includes taxes & fees

8 Nov - 9 Nov

Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

A wooden staircase leading to a beach with a view of the ocean and distant land.

A coastal property with multiple houses, a stone retaining wall, and a wooden staircase leading to the houses.

A spacious room with a large dining table, a comfortable seating area, and a television.

18. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport

Freeport

10.0 out of 10, Exceptional, (13 reviews)

10/10

Exceptional

(13 reviews)

"What can I say about my stay; peaceful, beautiful views, and relaxing! Home was clean with modern finishes but super comfortable for my four guests. The downstairs area is very private from the main floor. The yard was a great space where we had our outdoor fire looking up at the stars at night. The deck was perfect for our family lunch and dinners. We took chairs down to the beach area to sit closer to the water which was perfect. It's super close to town, Wolfe's Neck and other amenities....

Lisa E.

Three bedroom in United States of America, Freeport

A modern kitchen with dark blue cabinets, a stainless steel stove, and marble backsplash.

A blue door with a window, a wall-mounted light switch, and a microwave on a counter.

A modern kitchen with a flat-screen TV, built-in cabinets, and a dining area with a wooden table and chairs.

A modern kitchen with dark cabinetry, a wooden dining table, and a staircase leading to another level.

19. Award Winning Luxury Carriage House a short stroll from town!

Award Winning Luxury Carriage House a short stroll from town!

Bath

10.0 out of 10, Exceptional, (14 reviews)

10/10

Exceptional

(14 reviews)

"The house matches exactly what was described online. It's clean and cozy in a quite neighborhood. I'd rate it a five star and highly recommend!"

Shisheng

The price is €438

€438

includes taxes & fees

1 Nov - 2 Nov

Award Winning Luxury Carriage House a short stroll from town!

A bedroom with a bed, a small table with a yellow mug, and a window with a view of a forest.

A cabin with a large glass door, wooden deck, and string lights.

A beach with a sandy shore, waves, and a forested hill in the background.

A cozy room with a built-in bench, a round window, and a bookshelf.

20. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Georgetown

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"

Palmer M.

The price is €354

€354

includes taxes & fees

1 Nov - 2 Nov

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Harpswell Hotel Reviews

Portland Harbor Hotel

10/10 Excellent

"Great property. Spacious and clean room. Hotel located on in prime location. Wish we had another day to enjoy all amenities. Would recommend to all friends and family"

Noel 1-night trip

Posted 8 hours ago

Portland Harbor Hotel

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"The breakfast is great and the staffs are very friendly!"

Jian 2-night trip

Posted 21 hours ago

Holiday Inn Portland-By the Bay by IHG

Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"The rooms were spacious and clean. We couldn’t have found a better breakfast by eating out! Each morning the staff had an immaculate breakfast bar! The location was great for walking to the shops and eating out at night."

Shannon 4-night trip

Posted 23 hours ago

Hampton Inn Portland Downtown - Waterfront

Inn at St John Portland In-Town

10/10 Excellent

"We love to stay at historic places when we travel, and we were not disappointed with this one! So cute and cozy!"

Vicki 1-night trip

Posted 2 days ago

Inn at St John Portland In-Town

Find out more about Harpswell

Harpswell Holiday Homes information

Number of reviews	270
Accommodation	759 Holiday Homes
Lowest Price	€143
Highest Price	€648

Holiday Homes in Harpswell

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Harpswell holiday homes

1. Camp Forever cottage

2. Full sized home

3. Classic New England Waterfront House Big Lawn Beautiful Sunrise

4. The Harpswell House-1.6 Acres Waterfront, SunRise, Big Yards, Classic & Luxury

5. Mid Coast Getaway w/ water views

6. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

7. 2 bedroom w/ expansive water views

8. 1 Mi to Maine Street! MCM-Style Home in Brunswick

9. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

10. Orchid Harbor, Bailey Island 3BR

11. Fantastic Waterfront Views

12. Captains Watch: A Coastal Escape

13. Mere Point Sunrise Views at Eastern Shore!

14. 2BR Apt. Authenticic value, Walk to everything, Large yard, Treehouse. No fees.

15. Charming Historic home steps away from downtown

16. Quiet Spot in lovely Freeport neighborhood

17. Brunswick 3BR Bungalow By Bowdoin With Fenced-In Backyard

18. Three bedroom in United States of America, Freeport

19. Award Winning Luxury Carriage House a short stroll from town!

20. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Find holiday rentals that suit your style

Top Harpswell Hotel Reviews

Portland Harbor Hotel

Find out more about Harpswell

Harpswell Holiday Homes information