Freeport Holiday Rentals

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Holiday Rentals in Freeport

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

9.8 out of 10, Exceptional, (178)
"What a beautiful home and location! Second time we have stayed here and love it. "
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (40)
"Very clean and comfortable! "
The price is NZ$297
includes taxes & fees
23 Mar - 24 Mar
The Weldon Hotel

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is NZ$338
includes taxes & fees
5 Mar - 6 Mar
Adorable Portland getaway on the Eastern Promenade

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, (75)
"Just as advertised. Fun and happy space. Incredibly well located. Would return in an instant."
The Globe House on Munjoy Hill - Walk to Breweries

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (14)
"This cabin is something incredibly singular and special. It is imbued with the legacy of the Hall family, and you can read their history as you explore the house. The view is unbelievable - waking up, going downstairs, and being that close to the ocean is so peaceful. We could have spent a month reading as nearly every room is a library. The kitchen is stocked with some great old cast irons and lobster pots for whatever one would need. The China and dining wear even had character and...
Oceanfront Cabin-Castle in Maine Woods

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

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$643
includes taxes & fees
6 Mar - 7 Mar
Cozy, Elegant and Bright 2 bed in the East End

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

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

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (145)
"Old friends (in age and longevity of relationships) met up in Portland for a weekend getaway. Great location. Great city. Enjoyed our time exploring the city culture and restaurants within easy reach but also spent long hours in the bright living room catching up over a pit of tea."
The price is NZ$447
includes taxes & fees
12 Mar - 13 Mar
Glorious getaway on Portland's Eastern Promenade.

Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

10.0 out of 10, Exceptional, (212)
"We had a peaceful time at this home. It served as a home base for exploring. When my daughter left her most priced possession, her stuffed otter, the lovely hosts found it and shipped it back to us. We're so grateful for the thoughtfulness. "
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Beautiful oceanside Castle with private beach and seasonal swimming pool

10.0 out of 10, Exceptional, (35)
"It was a wonderful home for a birthday celebration with friends that wanted to experience Maine. The grounds were expansive with lovely water views. The host were very responsive."
Beautiful oceanside Castle with private beach and seasonal swimming pool

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (116)
"Stunning location. Dog friendly beach. Lighthouse in walking distance. "
Charming 110-year former Inn 10' from the Ocean!

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

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!

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (46)
"Beautiful clean house right on Jordan Bay, Sebago Lake. Wonderful spot to get on the lake for some ice fishing! Would love to come back. Four stars overall only because neither of the two fire places worked and one of the entrance doors was broken upon arrival."
The Great Escape - Picturesque Sebago Lake

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$552
includes taxes & fees
10 Mar - 11 Mar
City Amenities, Casco Bay Sunrises and Natural Beauty

Lakefront House

10.0 out of 10, Exceptional, (23)
"The house was clean and welcoming. The hosts were quick to respond to questions. It would be remarkable in the warm months, so you could enjoy the lake! "
The price is NZ$1,299
includes taxes & fees
6 Mar - 7 Mar
Lakefront 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.
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Other types of properties in Freeport you may be interested in

SpringHill Suites by Marriott Freeport Brunswick

2.0 star property
9.2 out of 10, Wonderful, (47)
"The lighting in the room was very dim. There was a lovely sofa in the room but there was no lighting near it. We couldn't utilize the sofa and read or do handwork. There was also a slight odor in the room that seemed that a previous guest had ignored the NO SMOKING rule. Other than these, the hotel was very comfortable with nice staff and the convenience of a hot breakfast and coffee in the morning. I would stay at this property again."
The price is NZ$163
includes taxes & fees
5 Mar - 6 Mar
SpringHill Suites by Marriott Freeport Brunswick

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 star property
8.6 out of 10, Excellent, (1002)
"Everything was great"
The price is NZ$183
includes taxes & fees
14 Mar - 15 Mar
Holiday Inn Express Hotel & Suites Freeport by IHG

Hilton Garden Inn Freeport Downtown

3.0 star property
9.0 out of 10, Wonderful, (1004)
"It was a great stay with friendly people"
The price is NZ$196
includes taxes & fees
16 Mar - 17 Mar
Hilton Garden Inn Freeport 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.

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 30 holiday rentals for your stay in Freeport.

What can I see and do in Freeport?

Wolfe's Neck Farm and Desert of Maine 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.