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Compare 626 Vacation Homes in Peaks Island with updated reviews, rates, and availability.

Cute House -2 Blocks from Beach

9.4 out of 10, Exceptional, (24)
"Nice place with two bedrooms and a full kitchen. While it looks small from the outside, it’s is nicely roomy inside. "
Cute House -2 Blocks from Beach

Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

8.2 out of 10, Very Good, (50)
"We had a large group and had more than enough beds and plenty of space to hang out. Would recommend for a big group or a family looking to spread out!"
Cozy & Secluded Estate on 7 acres, Boasting Fresh Renovations!

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (77)
"Great historic house in a terrific location. "
The Globe House on Munjoy Hill - Walk to Breweries

Elegant Orchard Retreat: Generous Yard & Patio

2.0 star property
9.0 out of 10, Wonderful, (8)
"Clean, easy check-in, good location with a lot of amenities provided including a well-equipped kitchen. We stayed off-season but this would be a lovely place to stay during the peak season as it's close to the beach/attractions but also private with a nice sized fenced yard."
Elegant Orchard Retreat: Generous Yard & Patio

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House

The Boathouse Cottage is a beachfront family retreat

9.8 out of 10, Exceptional, (70)
"Wonderful spot to gather with family not far from the beach"
The Boathouse Cottage is a beachfront family retreat

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"We had a great stay! Amazing weather and plenty of lobster."
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

Oceanfront Home | Beach Access | Deck + Ping Pong

Oceanfront Home | Beach Access | Deck + Ping Pong

One of kind Ocean Front Compound with private beach!

9.2 out of 10, Wonderful, (12)
"Enjoyed our stay"
One of kind Ocean Front Compound with private beach!

Spacious Country Home Freeport, Only 5 min to LL Bean!

9.8 out of 10, Exceptional, (12)
"We loved everything about this place. Beautiful, large home, plenty of room for 8 adults and 2 children. Large dining room for meals and family game time. So close to Freeport and all the shopping. Very clean, and the home has everything we needed. We can’t wait to go again!"
Spacious Country Home Freeport, Only 5 min to LL Bean!

Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

The price is AED 5,693
AED 10,517 total
includes taxes & fees
8 May - 9 May
Ultimate Pine Point Beach Family Compound-4 Units, 8 Bedrooms, Yard

Dog-friendly cottage with deck & porch - walk to the beach, pier & town

8.2 out of 10, Very Good, (12)
"Dog friendly."
Dog-friendly cottage with deck & porch - walk to the beach, pier & town

Beautiful House just a step from ocean

9.0 out of 10, Wonderful, (2)
"The Host and his wife were so pleasant and accommodating. We enjoyed watching seals, fish and birds during our visit. Highly recommend."
Beautiful House just a step from ocean

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (60)
"Great location, walkable to everything we wanted to do in Portland"
The price is AED 588
AED 1,558 total
includes taxes & fees
7 May - 8 May
Elegant condo - walk to Portland's best restaurants & Old Port

Prime City Living Townhouse by RedAwning

2.0 star property
9.0 out of 10, Wonderful, (2)
"It was very convenient. "
The price is AED 662
AED 1,996 total
includes taxes & fees
6 May - 7 May
Prime City Living Townhouse by RedAwning

Full sized home

9.8 out of 10, Exceptional, (26)
"This property was as described and it felt like we were staying at a family member’s cozy house. The towels were thick, the beds were comfortable, and the kitchen had everything we needed."
The price is AED 735
AED 1,253 total
includes taxes & fees
6 May - 7 May
Full sized home

Beautiful house on the Harpswell Peninsula over looking Casco Bay

9.8 out of 10, Exceptional, (59)
"We had our wedding party stay at this property for our wedding at live well farm. It was beautiful and everyone enjoyed their stay. "
Beautiful house on the Harpswell Peninsula over looking Casco Bay

Fun Family House w/Free WiFi and Furnished Patio - Short Walk to the Beach

7.4 out of 10, Good, (11)
"Clean, pleasant stay with plenty of beds for our entire crew. Thank you."
Fun Family House w/Free WiFi and Furnished Patio - Short Walk to the Beach

Welcome to Happy Place on Peaks Island

10.0 out of 10, Exceptional, (39)
"Lovely cottage."
Welcome to Happy Place on Peaks Island

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (21)
"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"
Convenient Portland home 3 miles from Downtown
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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Other property types in Peaks Island

Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

9.6 out of 10, Exceptional, (30)
"Beautiful home with lots of comfortable places to sit and relax. The whole house has views of the water and sunrise. Very private, perfect location. Our favorite house rental on Peaks by far!"
Absolutely Breathtaking Direct Oceanfront Cottage ~ Perfect Location!

Cottage in the Woods on Picturesque Island

10.0 out of 10, Exceptional, (2)
"Great little place on a beautiful and peaceful island. Communication was excellent. "
Cottage in the Woods on Picturesque Island

Welcome to Happy Place on Peaks Island

10.0 out of 10, Exceptional, (39)
"Lovely cottage."
Welcome to Happy Place on Peaks Island
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.