Harpswell Cottages

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

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Our top choices for Harpswell cottages

A small house with a wooden deck and a porch.

1. •Tranquil 2BR Summer Home•Steps to Private Beach•

Harpswell

HK$3,963 total

includes taxes & fees

1 Oct - 2 Oct

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

2. 1 Mi to Maine Street! Mcm-style Home in Brunswick

Brunswick

HK$2,128 total

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a porch, surrounded by trees and a grassy yard.

3. Sweet comfy cottage on Small Point Road

Small Point

Liz J.

HK$4,344 total

includes taxes & fees

24 Sept - 25 Sept

A wooden deck with two chairs and a small table, surrounded by a wooden railing, set in a forested area.

4. Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb

Theresa

HK$2,054 total

includes taxes & fees

24 Sept - 25 Sept

A row of small, single-story cabins with attached garages, surrounded by trees and a clear sky.

5. Cheerful Cottage with Loft 9

Edgecomb

Daniel B.

HK$1,840 total

includes taxes & fees

28 Sept - 29 Sept

A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

6. Happy Cottage Near Everything 11

Edgecomb

George

HK$1,563 total

includes taxes & fees

29 Sept - 30 Sept

A two-story house with a shingle exterior and three windows.

7. A Spacious Vacation Cottage in Sheepscot Harbour

Edgecomb

Julie D.

HK$2,276 total

includes taxes & fees

27 Sept - 28 Sept

A small cabin with a wooden deck, surrounded by trees in a wooded area.

8. Spacious 1 Bedroom Cottage Close to Everything 3

Edgecomb

Bruce O.

HK$2,233 total

includes taxes & fees

28 Sept - 29 Sept

Two Adirondack chairs facing a body of water with a bridge in the background.

9. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Edgecomb

Ann M.

HK$3,403 total

includes taxes & fees

1 Oct - 2 Oct

A small, single-story cabin with a front porch and a small attached shed, surrounded by dense trees and grass.

10. Tiny Cottage Near Everything 10

Edgecomb

Elaine

HK$1,754 total

includes taxes & fees

29 Sept - 30 Sept

A wooden deck with a round table and two chairs, surrounded by trees.

11. Cheerful Cottage Close to Everything 12

Edgecomb

Lynn R.

HK$1,763 total

includes taxes & fees

28 Sept - 29 Sept

12. Cheerful Cottage with Loft Close to Everything 6

Edgecomb

Yaoyubai

HK$1,900 total

includes taxes & fees

28 Sept - 29 Sept

A wooden deck with a round table and two chairs, surrounded by a wooden railing and trees.

13. Spacious 1 Bedroom Close to Everything 4

Edgecomb

Christine M.

HK$2,105 total

includes taxes & fees

28 Sept - 29 Sept

14. Cheerful Cottage Close to Everything 13

Edgecomb

Crystal B.

HK$2,062 total

includes taxes & fees

4 Oct - 5 Oct

A cabin with a deck, surrounded by dense forest.

15. Spacious 1 Bedroom Cottage Close to Everything 2

Edgecomb

jillian s.

HK$2,173 total

includes taxes & fees

21 Oct - 22 Oct

16. Charming Sheepscot Overlook Cottage

Edgecomb

Carol P.

HK$8,869 total

includes taxes & fees

28 Sept - 29 Sept

A two-story house with a gabled roof and a front porch.

17. 3BR Cottage Parking A Peaceful Oasis on Munjoy Hill

Munjoy Hill

Nell F.

A two-story house with a white exterior and a black base. There is a white staircase leading to the front door, surrounded by lush greenery and flowering plants.

18. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

Munjoy Hill

Janet S.

HK$4,548 total

includes taxes & fees

28 Sept - 29 Sept

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Top Harpswell Hotel Reviews

Portland Harbor Hotel

10/10 Excellent

"Great staffs and good location!"

Comfort Inn South Portland Airport

8/10 Good

"Stayed one night both ends of our 14 day trip as they have a shuttle to the airport. Driver was great the van definitely needs replacement! Our initial stay was a room on the first floor and it was old and just seemed creepy but the front desk staff was great and we were there 6 hours, so based on that we figured one more night wouldn’t kill us. What a difference, van was still the same but our second floor room was exceptional, spotless and clearly renovated. Different front desk staff but still friendly and efficient. It earns its good ratings!"

Inn at St John Portland In-Town

8/10 Good

"Clean and friendly. Would not be a place for people who have trouble with stairs. The location seemed removed from waterfront activities but Portland is quite small and walkable. We would return. Suggestion: With the shared bathroom, an exhaust fan and or air fresheners would go a long way."

Find out more about Harpswell