Freeport Holiday Rentals

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Holiday Rentals in Freeport

Waterfront, Luxury, Spacious home in Freeport!
Terrace/patio

Waterfront, Luxury, Spacious home in Freeport!

10.0 out of 10, Exceptional, (23)
"We we in a bind and needed a large place to stay with some family andfriends for our 50th Anniversary. Jeff and Jess were great and answered all our questions. Place was very accomodating for our group of seniors. Gorgeous views and we loved the sundeck"
Waterfront, Luxury, Spacious home in Freeport!
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Fridge, microwave, oven, stovetop

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Lakefront House
Interior

Lakefront House

10.0 out of 10, Exceptional, (21)
" Thank you so much for sharing your lovely home with us. We had the perfect bachelorette weekend getaway! We would all definitely stay again! "
The price is NZ$1,368
includes taxes & fees
20 Jan - 21 Jan 2025
Lakefront House
Charming 110-year former Inn 10' from the Ocean!
Property grounds

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

9.8 out of 10, Exceptional, (114)
"This location is EVERYTHING!!! Right on the beach, cozy accommodations with spacious bedrooms was perfect for the 4 of us - with the 3rd bedroom, we could've included another couple! Host John was lovely!!!"
Charming 110-year former Inn 10' from the Ocean!
Amazing riverfront home with private deck, views, private dock, & fireplace
Aerial view

Amazing riverfront home with private deck, views, private dock, & fireplace

9.4 out of 10, Exceptional, (40)
"Beautiful place! Perfect fit for us"
Amazing riverfront home with private deck, views, private dock, & fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
TV, fireplace

Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces

8.4 out of 10, Very good, (41)
"GORGEOUS house and view! Very spacious and accommodating. Things you should know before booking is that it is about an hour away from anything and everything. House could use some more TV's if you're going with children, pinball machines did not work and neither did "workout equipment" which was an elliptical and treadmill. One of the showers did not work and some of the fans that were provided did not either. I think its a tad over priced for its distance to do things but the views from...
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Bayfront home with 270-degree views, large deck & porch - near Popham Beach
TV, fireplace, video games, DVD player

Bayfront home with 270-degree views, large deck & porch - near Popham Beach

8.2 out of 10, Very good, (29)
"The house is beautiful, comfortable and was pristine when we checked in. Decks and screened porch are wonderful. The kids loved the 3rd floor bedroom space, and it was fabulous being so close to Popham Beach. Definitely recommend. Kitchen on 2nd floor ... so have some strong helpers to bring in groceries ;)"
Bayfront home with 270-degree views, large deck & porch - near Popham Beach
Popham Beach Direct Oceanfront Cottage Steps to the sand
Interior

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
Unique oceanfront home with a deck, tons of natural light, & amazing views
Interior

Unique oceanfront home with a deck, tons of natural light, & amazing views

8.6 out of 10, Excellent, (53)
"Property was great. But we had no water for one of our three days of our stay. We had to call to get someone out to fix it, and they didn’t know how. It set the tone for our stay."
Unique oceanfront home with a deck, tons of natural light, & amazing views
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Terrace/patio

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
Rent a room in the gorgeous Holt House
Exterior

Rent a room in the gorgeous Holt House

8.0 out of 10, Very good, (24)
"This was a perfect place, close to everything in Portland! "
Rent a room in the gorgeous Holt House
Glorious getaway on Portland's Eastern Promenade.
Property grounds

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (142)
"We had a wonderful night in Portland! We spent the afternoon shopping in Freeport and arrived at the apartment around 5. Very easy finding parking on the street and no trouble getting inside. The apartment is absolutely adorable! Between the colors and decorations, it just gives off this girly, cozy vibe. There were 4 of us and we all had room to sleep comfortably. Wish we could have stayed another night! "
The price is NZ$451
includes taxes & fees
2 Jan - 3 Jan 2025
Glorious getaway on Portland's Eastern Promenade.
The Great Escape - Picturesque Sebago Lake
Interior

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
The Great Escape - Picturesque Sebago Lake
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C
Marina

Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

8.0 out of 10, Very good, (15)
"We loved the cottage, moved in very late day so didn’t notice the floors till sunny next morning…..the floors had never been vacuumed. Other than that, we really liked the cottage."
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C
Full sized home
Interior

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$656
includes taxes & fees
30 Dec - 31 Dec
Full sized home
Cozy, Elegant and Bright 2 bed in the East End
Fridge, microwave, oven, stovetop

Cozy, Elegant and Bright 2 bed in the East End

9.6 out of 10, Exceptional, (35)
"Fabulous location for us as it’s just 1/2 block from our son’s apartment. So close to Casco Bay and the Portland Port area. Walkable to restaurants and shopping. Nice sunny apartment! "
The price is NZ$648
includes taxes & fees
6 Jan - 7 Jan 2025
Cozy, Elegant and Bright 2 bed in the East End
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (57)
"We really enjoyed this home and the location. The upgrades were beautiful and the restaurants nearby were amazing. When we checked out and took out our trash the outside bin had a lock on it so our only issue was not being able to access that but that wasn’t anyone’s fault. "
The price is NZ$740
includes taxes & fees
30 Dec - 31 Dec
Elegant condo - walk to Portland's best restaurants & Old Port
Rent a room in the gorgeous Holt House
Exterior

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
Beautiful oceanside Castle with private beach and seasonal swimming pool
Outdoor pool

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
Serenity between the lakes and seashore
Exterior

Serenity between the lakes and seashore

9.8 out of 10, Exceptional, (16)
"Good location near lots of hiking and not far from Portland "
Serenity between the lakes and seashore
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
Lobby

The Freeport Hotel, Ascend Hotel Collection

2.0 star property
8.0 out of 10, Very good, (1001)
"The gentleman at checkout was very friendly and helpful on Dec 18/24. Rooms are clean and have all the amenities (coffee maker, fridge, microwave). Beds are very comfy as well."
The price is NZ$150
includes taxes & fees
20 Jan - 21 Jan 2025
The Freeport Hotel, Ascend Hotel Collection
SpringHill Suites by Marriott Freeport Brunswick
Individually decorated, individually furnished, desk, laptop workspace

SpringHill Suites by Marriott Freeport Brunswick

2.0 star property
9.4 out of 10, Exceptional, (10)
"The room was great. Except for the shower. Difficult to adjust shower without getting sprayed with cold water first. No way to adjust without getting in shower. Doors do not slide both ways "
The price is NZ$181
includes taxes & fees
31 Dec - 1 Jan 2025
SpringHill Suites by Marriott Freeport Brunswick
Casco Bay Inn
Deluxe Double Room, 2 Queen Beds (2 Queen)

Casco Bay Inn

2.0 star property
8.6 out of 10, Excellent, (1001)
"Property was clean and close enough to the outlets where we could get in less than 10 minutes, while also being a secluded/quiet place. "
The price is NZ$191
includes taxes & fees
4 Jan - 5 Jan 2025
Casco Bay Inn
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?

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub: This holiday home rental outside of Freeport is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

How many holiday rentals are there in Freeport?

Expedia has 31 holiday rentals for your stay in Freeport.

What can I see and do in Freeport?

Wolfe's Neck Woods State Park 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 Casco Bay 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.