Holiday Homes in Portland

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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Featured Holiday Homes in Portland

Fridge, microwave, oven, stovetop
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

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

East Deering
10.0 out of 10, Exceptional, (64)
"We stayed for a group trip to Portland and this was the perfect spot. Location is fantastic, lots of comfortable sleeping options, and great communication from the host. Highly recommend! "
United States
Kaitie H.
The price is NZ$1,899
includes taxes & fees
17 Nov - 18 Nov
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Terrace/patio
Modern & Sunny House Steps from the Promenade. Private Parking!

Modern & Sunny House Steps from the Promenade. Private Parking!

Munjoy Hill
10.0 out of 10, Exceptional, (35)
"Adorable and pristine place, with many thoughtful amenities. Great location. Incredible host. Loved our stay."
United States
Brant H.
The price is NZ$653
includes taxes & fees
23 Nov - 24 Nov
Modern & Sunny House Steps from the Promenade. Private Parking!
Private kitchen
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11

Cash Corner
The price is NZ$1,264
includes taxes & fees
24 Nov - 25 Nov
SAUNA - Spacious and Centrally Located! Two Connected Apartments- Sleeps 11
Interior
Spacious 4-bedroom house located in the heart of Portland, ME.

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

Munjoy Hill
9.8 out of 10, Exceptional, (6)
"Clean, comfortable. "
United States
Nick P.
The price is NZ$1,606
includes taxes & fees
16 Nov - 17 Nov
Spacious 4-bedroom house located in the heart of Portland, ME.
Property grounds
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End
8.6 out of 10, Excellent, (56)
"Quiet, close to everything and east to find."
United States
Jesse M.
The price is NZ$553
includes taxes & fees
16 Nov - 17 Nov
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
1 bedroom, Internet, bed sheets
Charming 1-bedroom ADU in wonderful Portland neighborhood

Charming 1-bedroom ADU in wonderful Portland neighborhood

Back Cove
The price is NZ$408
includes taxes & fees
16 Nov - 17 Nov
Charming 1-bedroom ADU in wonderful Portland neighborhood
Private kitchen
Spacious Portland Home + Parking

Spacious Portland Home + Parking

Parkside
9.0 out of 10, Wonderful, (2)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is NZ$1,022
includes taxes & fees
16 Nov - 17 Nov
Spacious Portland Home + Parking
Fridge, microwave, oven, stovetop
Huge Historic Downtown Townhome

Huge Historic Downtown Townhome

West End
9.8 out of 10, Exceptional, (8)
"Wonderful accommodations"
United States
Sean
The price is NZ$774
includes taxes & fees
17 Nov - 18 Nov
Huge Historic Downtown Townhome
Fridge, microwave, oven, stovetop
Modern Getaway by the Sea

Modern Getaway by the Sea

Cash Corner
10.0 out of 10, Exceptional, (2)
"Had a nice stay! House was great."
United States
Karen T.
The price is NZ$857
includes taxes & fees
25 Nov - 26 Nov
Modern Getaway by the Sea
Fridge, microwave, stovetop, dishwasher
The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark

West End
9.0 out of 10, Wonderful, (2)
"Great location. "
United States
Melissa L.
The price is NZ$743
includes taxes & fees
17 Nov - 18 Nov
The 87th Townhome - Local Landmark
Fridge, microwave, oven, stovetop
Swanky Flat in the Heart of Dock Square, SUPER CLEAN! WALK TO EVERYTHING!

Swanky Flat in the Heart of Dock Square, SUPER CLEAN! WALK TO EVERYTHING!

Kennebunk
10.0 out of 10, Exceptional, (7)
"There was nothing not to like about our stay! The place was clean, comfortable, and tastefully decorated. It was in a perfect location. We had a Great stay!"
United States
Geraldine C.
The price is NZ$1,265
includes taxes & fees
3 Dec - 4 Dec
Swanky Flat in the Heart of Dock Square, SUPER CLEAN! WALK TO EVERYTHING!
House, 5 Bedrooms | Living area
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home

3.0 star property
Gray
The price is NZ$1,371
includes taxes & fees
14 Nov - 15 Nov
Gray Woodland Escape Golf, Pool & Cinema 5 Bedroom Home
Living area
Coastal Home | Walk to Beach and Downtown

Coastal Home | Walk to Beach and Downtown

2.0 star property
Old Orchard Beach
The price is NZ$1,390
includes taxes & fees
14 Dec - 15 Dec
Coastal Home | Walk to Beach and Downtown
3 bedrooms, desk, iron/ironing board, travel cot
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Old Orchard Beach
10.0 out of 10, Exceptional, (5)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is NZ$624
includes taxes & fees
16 Nov - 17 Nov
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
2 bedrooms, WiFi, bed sheets
The Dollhouse

The Dollhouse

Old Orchard Beach
9.2 out of 10, Wonderful, (5)
"We had a great time! The place was exactly like the pictures. It was clean and had lots of amenities. My only suggestion would have more towels because we had five people and four bath towels. "
United States
Molly D.
The price is NZ$1,321
includes taxes & fees
14 Nov - 15 Nov
The Dollhouse
Fridge, microwave, oven, stovetop
Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Private Home w/ Office Year Round in town Brunswick next to Bowdoin

Brunswick
8.8 out of 10, Excellent, (23)
"Great location for baileys island and popham"
United States
Anonymous traveller
The price is NZ$707
includes taxes & fees
23 Nov - 24 Nov
Private Home w/ Office Year Round in town Brunswick next to Bowdoin
Marina
Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square

Kennebunkport
10.0 out of 10, Exceptional, (75)
"Wonderful home close to downtown. Comfortable house and great host!"
United States
Kyle B.
The price is NZ$973
includes taxes & fees
14 Nov - 15 Nov
Historic Kennebunkport home only 0.3 miles to Dock Square
On the beach
Luxurious Beachfront House - spectacular ocean views - w/ indoor elevator

Luxurious Beachfront House - spectacular ocean views - w/ indoor elevator

Old Orchard Beach
10.0 out of 10, Exceptional, (18)
"Clean. Good location "
United States
Daniel L.
The price is NZ$1,867
includes taxes & fees
16 Nov - 17 Nov
Luxurious Beachfront House - spectacular ocean views - w/ indoor elevator
Beach nearby
Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!

Old Orchard Beach
9.8 out of 10, Exceptional, (97)
"This was the second year that we’ve stayed here. The house is beautiful and we had an amazing time."
United States
jill s.
The price is NZ$1,977
includes taxes & fees
3 Dec - 4 Dec
Perfect for Families & friends re-unions! Outdoor Hot Tub, 50 yards to the beach!
Fridge, microwave, stovetop, coffee/tea maker
The Outlet Studio, Rustic Comfort w Fireplace

The Outlet Studio, Rustic Comfort w Fireplace

Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable and homey Great location to the outlets. "
United States
Patricia C.
The price is NZ$290
includes taxes & fees
20 Nov - 21 Nov
The Outlet Studio, Rustic Comfort w Fireplace
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 Portland Hotel Reviews

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent
"Our family enjoyed the pool and hot tub room and hotel was clean and we had a great stay."
Holly 1-night trip
Posted 2 days ago
Hilton Garden Inn Portland Downtown Waterfront

Find out more about Portland

Portland Holiday Homes information

Number of reviews
394
Accommodation
90 Holiday Homes
Lowest Price
NZ$290
Highest Price
NZ$1,977

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