Peaks Island Holiday Houses

A rocky shoreline with a lighthouse and a calm sea under a colorful sky.

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Our top choices for Peaks Island holiday homes

A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

1. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End

Susan d.

includes taxes & fees

29 Oct - 30 Oct

A living room with a sofa, coffee table, and a large rug. There is a dining area with chairs and a table. The room has a mural on the wall depicting a landscape.

2. Chic 3-bedroom house in Munjoy Hill with off-street parking.

Munjoy Hill

"Wow, wow, wow! My family and I all agree that this has been the best rental home we have ever stayed in. The interior design is so chic, we were truly wowed by the attention to detail in this place. The beds and pillows are also extremely comfy, we all had a great two nights of sleep here. The location of this place is phenomenal, it neighbors the Portland Observatory, many bars/cafes, and is a short walk down to the eastern promenade. We will absolutely stay here again the next time we’re in...

Maris P.

includes taxes & fees

11 Nov - 12 Nov

A room with a large sliding glass door leading to a balcony with chairs and potted plants.

3. Modern & Sunny House Steps from the Promenade.

Munjoy Hill

stacey p.

includes taxes & fees

27 Oct - 28 Oct

A building named Willard Square with a storefront and a red vehicle parked outside.

4. Willard Square Family Home

Willard Beach

David W.

includes taxes & fees

12 Nov - 13 Nov

A modern kitchen with dark cabinetry, stainless steel appliances, and a large island.

5. Gorgeous 3-bedroom house in charming Portland

North Deering

Bridget M.

includes taxes & fees

31 Oct - 1 Nov

A window with a view of a snowy landscape and bare trees.

6. Tranquility between the Lakes & Sea

Westbrook

Bernie G.

includes taxes & fees

30 Oct - 31 Oct

A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

7. Spacious 4-bedroom house located in the heart of Portland, ME.

Munjoy Hill

Matt H.

includes taxes & fees

28 Oct - 29 Oct

A red building with a front door, a bay window, and a brick pathway.

8. Spacious Portland Home + Parking

Parkside

Ellen M.

includes taxes & fees

28 Oct - 29 Oct

A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

9. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

East Deering

Mike G.

includes taxes & fees

27 Oct - 28 Oct

A wooden covered porch with a green door, potted plants, and a red watering can.

10. Charming West End Victorian

Parkside

includes taxes & fees

27 Oct - 28 Oct

A sunroom with a glass ceiling, outdoor seating, a hot tub, and a stone wall.

11. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Scarborough

Stuart R.

includes taxes & fees

9 Nov - 10 Nov

A two-story brick building with a front porch, a black door, and a window with a white frame.

12. The 87th Townhome by Everrow

West End

Amy B.

includes taxes & fees

27 Oct - 28 Oct

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

13. Orchid Harbor, Bailey Island 3BR

Harpswell

Jane D.

includes taxes & fees

16 Nov - 17 Nov

A living room with a sofa, armchair, wooden coffee table, and a potted plant.

14. Fully Updated Airy Historic Home in South Freeport

Freeport

boodu

A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

15. Charming Historic Estate | In-town location

West End

shelley w.

A dining area with a wooden table and chairs, a red sofa, and a small round table with a decorative plate.

16. Quiet Spot in lovely Freeport neighborhood

Freeport

includes taxes & fees

27 Oct - 28 Oct

A wooden deck with outdoor seating and string lights.

17. Full sized home

Harpswell

Erika T.

includes taxes & fees

27 Oct - 28 Oct

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

18. Classic New England Waterfront House Big Lawn Beautiful Sunrise

Harpswell

Ashma B.

includes taxes & fees

23 Nov - 24 Nov

A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

19. Luxe 5 Bed/ 3 Bath with Game Room & AC

Yarmouth

Michelle T.

includes taxes & fees

1 Nov - 2 Nov

A deck with a grill, chairs, and a table.

20. • Quiet 3BR Home Close to Biddeford Beaches

Biddeford

"This place was okay- it served our needs. A few complaints- generally a dingy smell throughout the house, felt damp. The bathroom shower curtain has no liner so the curtain itself was very moldy. The grass wasnt mowed so I worried about ticks. The water tasted a little musty too but maybe thats just a Maine thing? Also the communication was pretty terrible with both the vrbo host and the property management company and I had a lot of trouble contacting them and getting the receipts I needed....

Ellen B.

includes taxes & fees

30 Oct - 31 Oct

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Top Peaks Island Hotel Reviews

Motel 6 Portland, ME

8/10 Good

"there was problems with the elevator and srvices, but I´d stay again..."

Ramada Plaza by Wyndham Portland

8/10 Good

"I was there for 2 nights and was told when I checked in housekeeping would not be cleaning my room but if I needed anything just ask. I was fine with that. Room was clean, bed was comfortable, and there was a fridge in the room. The shower head was adjustable for different water flows but the pressure made them all seem about the same. The shower covering over the old tub felt weird as there was some give to the floor as you moved around in the shower. The bathroom was clean and they provided facecloths as well as towels. There was a sink in the bathroom as well as one outside the bathroom door. Room had a balcony. I would definitely stay hear again for the combination location, affordability, cleanliness and friendliness of staff."

Find out more about Peaks Island

Peaks Island Holiday Homes information

Number of reviews	350
Accommodation	666 Holiday Homes
Lowest Price	NZ$570
Highest Price	NZ$2,798

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Peaks Island holiday homes

1. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

2. Chic 3-bedroom house in Munjoy Hill with off-street parking.