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Top Holiday Rentals in Portland

The Cottages at Cabot Cove

The Cottages at Cabot Cove

3.5 out of 5
7 South Main Street, Kennebunkport, ME
Located in the heart of Kennebunkport, this cottage is within a 15-minute walk of Kennebunkport Village Green, Mast Cove Galleries and W. Robert Paine Gallery. ...
4.6/5Wonderful! (19 reviews)
"great location; very private and quiet; cottage amenities very quaint and comfortable"

Reviewed on 30 May 2019

The Cottages at Cabot Cove
84 Main by Capital Vacations

84 Main by Capital Vacations

4 out of 5
84 Main Street, Kennebunk, ME
Situated by the ocean, this condo is within a 5-minute walk of Brick Store Museum and Kennebunk Free Library. Gardens at Historic Wallingford Hall and Kennebunk ...
4.9/5Exceptional! (35 reviews)
Lovely apartment
"Beautiful big second floor windows lit this two bedroom space. The kitchen had everything we needed and the laundry in the unit was very helpful. Beds were super comfy."

Reviewed on 28 Mar 2021

84 Main by Capital Vacations
Beachfront Condo With Incredible Views

Beachfront Condo With Incredible Views

39 W Grand Ave, Old Orchard Beach, ME
The price is £429 per night from 16 May to 16 May
Nestled on the beach, this Old Orchard Beach condo is within a 10-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Ferry Beach and Dunegrass Golf ...
4.6/5Exceptional! (20 reviews)
Nice condo, convenient location
"This condo had a beautiful view of Old Orchard Beach. We liked that this unit was above the Brunswick, because It allowed us to be on the balcony and listen to music and people watch. We have rented from this couple before and they are very responsive."

Reviewed on 28 Aug 2020

Beachfront Condo With Incredible Views
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The Sands Townhouses

The Sands Townhouses

3 out of 5
64 W Grand Ave, Old Orchard Beach, ME
The price is £99 per night from 13 May to 13 May
Located in the heart of Old Orchard Beach, this condo is within a 10-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Ferry ...
3.7/5Good! (25 reviews)
"Location is convenient because of the parking and beach being across the street. As far as cleanliness and noise it was horrible. Beds had hair and dirt in them. The train goes by twice a night that shakes the whole complex and is extremely loud. You can here everything through the walls. The neighbors ..."

Reviewed on 4 Aug 2020

The Sands Townhouses
Walk to Old Port West End Condo Parking

Walk to Old Port West End Condo Parking

97 Salem St, Portland, ME
This family-friendly Portland condo is located in West End, within 1 mi (2 km) of Victoria Mansion and Cross Insurance Arena. Children's Museum and Theatre of ...
4.8/5Exceptional! (12 reviews)
Its all about location
"The greatest perk of this rental is the location and proximity to the city. It really is walking distance. The apartment itself was very clean. If you are looking for a lot of amenities this is not your place. Its a very basic unit, but the beds were good and clean and the unit owners are very ..."

Reviewed on 23 Mar 2021

Walk to Old Port West End Condo Parking
Little Miss Cottages

Little Miss Cottages

2.5 out of 5
173 East Grand Ave, Old Orchard Beach, ME
Located in Surfside, this cottage is within 1 mi (2 km) of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club is 2.3 mi (3.7 km) away. Old Orchard ...
3.8/5Good! (37 reviews)
"Great place to stay! Very clean, and comfortable, and the staff is exceptionally attentive and polite!! Not our first stay, and certainly won’t be our last!"

Reviewed on 27 Jul 2020

Little Miss Cottages
East Grand Ave Fabulous Cottage

East Grand Ave Fabulous Cottage

61 E Grand Ave, 61, Old Orchard Beach, ME
The price is £612 per night from 19 May to 19 May
Situated in Old Orchard Beach, this holiday home is within a 10-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Ferry Beach ...
4.6/5Wonderful! (37 reviews)
needed a place to recuperate
"Brought my son here to recuperate after his back operation. It's a one story unit with only a couple of steps at the entry so e could use a walker in the unit and to go to the beach. Just what we needed."

Reviewed on 23 Nov 2020

East Grand Ave Fabulous Cottage
Oceanfront Condo!!!! Steps to 7 Mile Beach & Downtown Oob. 3rd Floor W/elevator

Oceanfront Condo!!!! Steps to 7 Mile Beach & Downtown Oob. 3rd Floor W/elevator

39 West Grand Avenue, Old Orchard Beach, ME
Situated in Old Orchard Beach, this beach condo is within a 10-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Ferry Beach ...
4.8/5Exceptional! (83 reviews)
Thank you
"We enjoyed ourselves ,very relaxing."

Reviewed on 9 Apr 2021

Oceanfront Condo!!!! Steps to 7 Mile Beach & Downtown Oob. 3rd Floor W/elevator
Walk to the Pier. Central Location Downtown Condo

Walk to the Pier. Central Location Downtown Condo

6 Imperial St, 2, Old Orchard Beach, ME
The price is £297 per night from 13 May to 13 May
Situated in Old Orchard Beach, this condo is within 1 mi (2 km) of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf Club and Ferry Beach State Park ...
5/5Exceptional! (1 review)
Easy, convenient and clean
"My kids slept on the pull out couch, my husband and I in the bedroom. It was perfect for a quick getaway. Within a quick walk to the pier, the beach and restaurants."

Reviewed on 20 Aug 2020

Walk to the Pier. Central Location Downtown Condo
Oceanfront Condo! Spectacular Views From Private Large Balcony

Oceanfront Condo! Spectacular Views From Private Large Balcony

39 W Grand Ave, 440, Old Orchard Beach, ME
The price is £373 per night from 17 May to 17 May
This family-friendly Old Orchard Beach condo is located on the beach, within a 10-minute walk of Old Orchard Beach and Old Orchard Beach Pier. Dunegrass Golf ...
4.6/5Wonderful! (64 reviews)
Quick getaway
"Great clean unit in great location. Will rent again and will recommend. Thanks Michael and Linda"

Reviewed on 22 Apr 2021

Oceanfront Condo! Spectacular Views From Private Large Balcony
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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.

Other types of properties in Portland you may be interested in

The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Free cancellation
The price is £127 per night from 16 May to 16 May
The Westin Portland Harborview
Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport

3 out of 5
145 Jetport Blvd, Portland, ME
Free cancellationReserve now, pay when you stay
The price is £92 per night from 13 May to 13 May
Hilton Garden Inn Portland Airport
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.