Freeport Holiday Rentals

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Holiday Rentals in Freeport

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (50)
"Checkin might be a bit tricky if you’re parking - need to check in first by pulling up somewhere first before driving into the lot. But otherwise great property and very nice! Light sleepers should also bring earplugs as it gets loud with the outside noise"
The price is NZ$439
includes taxes & fees
27 Apr - 28 Apr
The Weldon Hotel

1 room luxury ocean front studio cottage

9.6 out of 10, Exceptional, (149)
"Very clean, amazinv views, perfect weekend!!!! "
1 room luxury ocean front studio cottage

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!

Completely remodeled 2 bedroom apartment in Portland's West End

10.0 out of 10, Exceptional, (60)
"We had a very nice stay in this apartment. I would definitely recommend it to others. The owners were friendly and it was easy to get into the unit. The only drawback for anyone who's not quite so agile is the steep staircase to get to the bedrooms. It worked out fine for our family of four, so I just list this for anyone with mobility issues."
The price is NZ$783
includes taxes & fees
30 Apr - 1 May
Completely remodeled 2 bedroom apartment in Portland's West End

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"Very clean. Nice walk along bikepath to downtown. Will look to stay here again. Loved the neighborhood and parking was easy. Kitchen had everything we needed to cook. "
The price is NZ$625
includes taxes & fees
6 Apr - 7 Apr
Cozy, Elegant and Bright 2 bed in the East End

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (76)
"Just as advertised. Fun and happy space. Incredibly well located. Would return in an instant."
The Globe House on Munjoy Hill - Walk to Breweries

Studio Apartment near downtown Walkable!

The price is NZ$289
includes taxes & fees
7 Apr - 8 Apr
Studio Apartment near downtown Walkable!

Beautiful House just a step from ocean

9.0 out of 10, Wonderful, (2)
"Lovely place for a couple and a child. Master bedroom was lovely. Water would not allow bathing but shower was ok in hall bath. The downstairs sleeping for two adults was a little difficult. Would have been nice to know upfront that the water was not potable. Nice touches with the set dining table and toiletries. View is amazing."
Beautiful House just a step from ocean

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (15)
"The house was exactly what we were hoping for -- right on the ocean, close to long beach walks, with delicious food nearby. Loved using the wood stove! The host was very responsive to our various questions and requests. We'd love to return!"
Oceanfront Cabin-Castle in Maine Woods

Popham Beach Direct Oceanfront Cottage Steps to the sand

9.8 out of 10, Exceptional, (58)
"Well taken care of and maintained. Comfortable."
Popham Beach Direct Oceanfront Cottage Steps to the sand

6 bedroom waterfront cabin -enjoy beautiful sunsets!

9.8 out of 10, Exceptional, (18)
"John was a phenomenal host and made sure we had all the necessary resources and information for an amazing getaway. His house has spectacular views and all the amenities that a person could ask for. Don't HESITATE BOOK NOW!"
6 bedroom waterfront cabin -enjoy beautiful sunsets!

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (100)
"Just a few days to relax and see a new area of Maine. Our place had terrific decor, very clean, great location to get to everything in the area. Mat was very receptive to any questions and very accommodating. "
The price is NZ$480
includes taxes & fees
7 Apr - 8 Apr
City Amenities, Casco Bay Sunrises and Natural Beauty

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

9.4 out of 10, Exceptional, (60)
"Great layout, well-appointed and super walkable to Old Port, the great restos on Washington and the Eastern Promenade. Only downside was communication with Vacasa: they always answered but didn’t necessarily address the issue, ie I struggled with the electronic door lock, was leaving for the weekend, they said the owner would come address it but when I returned 3 days later it had been left unlocked all weekend. Unreliable WiFi & I work remotely. Several times had to work from cafes.beautifully...
The price is NZ$723
includes taxes & fees
6 Apr - 7 Apr
Elegant condo - walk to Portland's best restaurants & Old Port

Charming Downtown Penthouse - The Cabana

9.0 out of 10, Wonderful, (13)
"Spacious 3 bedroom apartment. Large living room, with good lighting. Clean and stocked with everything we needed. Corresponding with property manager was extremely easy and straightforward. "
The price is NZ$583
includes taxes & fees
7 Apr - 8 Apr
Charming Downtown Penthouse - The Cabana

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

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

8.6 out of 10, Excellent, (37)
"Great cute cottage! Very clean and beautiful view. Perfect for girls weekend"
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

Charming West End Hideaway. Private Parking

10.0 out of 10, Exceptional, (28)
"i think it is important to remark that:parking is assigned. for me this is far better than just available.the property has a private entrance. the property description left me wondering if this was a shared property.it is every bit as wonderful as the other reviews declare. thank you, jennifer and caitlin."
The price is NZ$420
includes taxes & fees
6 Apr - 7 Apr
Charming West End Hideaway. Private Parking

Full sized home

9.6 out of 10, Exceptional, (24)
"The house is very clean, and it's very well situated. There are plenty of room in and out. Will come again."
The price is NZ$638
includes taxes & fees
9 Apr - 10 Apr
Full sized home

Private Contemporary Artist's Tree House on two acres with perennial gardens.

10.0 out of 10, Exceptional, (32)
"Brian was very welcoming, great to work with and very available. I would have loved to see the property in bloom. We really enjoyed the hot tub and the morning light. Our only challenge was not quiet enough lighting in the kitchen area. "
Private Contemporary Artist's Tree House on two acres with perennial gardens.

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (95)
"Cozy apartment. Was clean and comfortable Great view of Portland Harbor. Stairs are quite steep which makes trying to bring up luggage a bit of a challenge. Parking is on the street. "
The price is NZ$365
includes taxes & fees
7 Apr - 8 Apr
Adorable Portland getaway on the Eastern Promenade
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 types of properties in Freeport you may be interested in

The Freeport Hotel, Ascend Hotel Collection

2.0 star property
8.0 out of 10, Very good, (1003)
"Found myself in need of a budget friendly room last minute and was happy to find this listing. The room was clean and comfortable and just what I needed for an overnight stay."
The price is NZ$142
includes taxes & fees
6 Apr - 7 Apr
The Freeport Hotel, Ascend Hotel Collection

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 star property
8.6 out of 10, Excellent, (1002)
"I was coming in from a late flight to Portland and stayed on my way heading north. Got a great nights sleep."
The price is NZ$196
includes taxes & fees
6 Apr - 7 Apr
Holiday Inn Express Hotel & Suites Freeport by IHG

The Harraseeket Inn & Event House

3.5 star property
9.4 out of 10, Exceptional, (643)
"Charming! Beautiful room. Comfortable bed and nice towels. Service was perfect! Highly recommend!"
The price is NZ$200
includes taxes & fees
6 Apr - 7 Apr
The Harraseeket Inn & Event House
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.

Frequently asked questions

Can I find a holiday rental in Freeport?

Yes, there are holiday rentals in Freeport close to Wilbur's of Maine Chocolate Confections, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Freeport. Give yourself some extra time to check out the waterfront and cafes during your trip.

What are some of the best holiday rentals that Freeport has to offer?

The Globe House on Munjoy Hill - Walk to Breweries: This holiday home rental outside of Freeport is located in the city centre, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Freeport?

Expedia has 32 holiday rentals for your stay in Freeport.

What can I see and do in Freeport?

Desert of Maine and Casco Bay are a couple of scenic spots to enjoy the outdoors, whereas Freeport Historical Society is one of the cultural attractions. While here, LL Bean Flagship Store and Wolfe's Neck Woods State Park are other places worth a visit.

What are holiday rentals like in Freeport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Freeport. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a small group gathering.