Freeport Holiday Rentals

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Check prices for these dates

Tonight
27 Aug - 28 Aug
Tomorrow
28 Aug - 29 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sept - 7 Sept

Holiday Rentals in Freeport

Our top choices for Freeport holiday rentals

The Weldon Hotel
Living area

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (75)
"Absolutely beautiful place to stay. "
The price is HK$2,683
HK$3,509 total
includes taxes & fees
2 Sept - 3 Sept
The Weldon Hotel
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
1 bedroom, in-room safe, free WiFi, bed sheets

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
On the beach

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

10.0 out of 10, Exceptional, (225)
"We had a wonderful stay at this cottage. Great location to explore the surrounding areas."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Property grounds

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!

7.6 out of 10, Good, (13)
"Clean, well maintained, slighly funky in an historical way . Very convenient to great breakfast spots and downtown Bath. Would stay there again."
The price is HK$633
HK$1,201 total
includes taxes & fees
31 Aug - 1 Sept
Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!
Your own private island! Rustic and close to Nature.
Dining

Your own private island! Rustic and close to Nature.

9.4 out of 10, Exceptional, (33)
"wonderful place, glamping, wildlife all around, you can't but enjoy the beauty of Mid Coast Maine. Thanks for sharing your island with all of us !"
Your own private island! Rustic and close to Nature.
Captain's Quarters 2BR Apartment. Walk to Everything!
Property grounds

Captain's Quarters 2BR Apartment. Walk to Everything!

8.6 out of 10, Excellent, (7)
The price is HK$1,266
HK$1,959 total
includes taxes & fees
28 Aug - 29 Aug
Captain's Quarters 2BR Apartment. Walk to Everything!
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

8.0 out of 10, Very good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is HK$818
HK$1,386 total
includes taxes & fees
1 Sept - 2 Sept
Studio Unit Walkable Everywhere
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Exterior

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

7.8 out of 10, Good, (13)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok
Elegant and efficient Island home 4 miles from downtown Portland
Outdoor dining

Elegant and efficient Island home 4 miles from downtown Portland

9.0 out of 10, Wonderful, (2)
"Historic and charming home in a most interesting setting-- the community was a former military fort and barracks. Chat with neighbors on the front porch or watch wildlife and hang out in the backyard picnic tables. Comfortable beds and two full baths makes it good for group of 4-6 people. The golf cart is a godsend but there are bicycles and kayaks for land and water exploration. We didn't make it to the lovely looking pool or rec center for gym/bowling but they look like lots of fun. Rental and...
Elegant and efficient Island home 4 miles from downtown Portland
Oceanfront Cabin-Castle in Maine Woods
Interior

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (31)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods
Sebago Lake Cottage on Raymond Cape
Exterior

Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (47)
"Cozy and fun cottage. All we needed for a weekend visit for our family of 4. Morning SUP and swim was wonderful. Great hosts! We would definitely stay here again."
Sebago Lake Cottage on Raymond Cape
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Interior

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"Cozy spot on a beautiful beach - hard to beat!"
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room
Spacious Historic Home | 7BR West End for Groups
Marina

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (5)
"Seven of us stayed at this beautiful home in a perfect location by the Western Promenade. Everyone had a comfortable bed, bathrooms and showers were plentiful, and the kitchen was perfectly appointed. Both cars we had fit into the garage (an added luxury). The beds were very comfortable and had soft sheets and fluffy towels. We loved every minute of our stay and made great use of the family room. Can't thank our hosts enough...very easy to work with and I would certainly rent from them again...
The price is HK$5,471
HK$12,503 total
includes taxes & fees
24 Sept - 25 Sept
Spacious Historic Home | 7BR West End for Groups
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (61)
"Very clean, lots of room for gathering. Perfect location on a quiet street with great views of the lake. Plenty of towels, bedding, water, etc. Would come back!"
The price is HK$6,384
HK$9,556 total
includes taxes & fees
8 Sept - 9 Sept
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
The Great Escape - Picturesque Sebago Lake
Interior

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (53)
"Property was perfect for our stay."
The Great Escape - Picturesque Sebago Lake
Private Lakefront Estate with 180 Degree Views
Property grounds

Private Lakefront Estate with 180 Degree Views

10.0 out of 10, Exceptional, (5)
Private Lakefront Estate with 180 Degree Views
The Good Bones Abode
Property grounds

The Good Bones Abode

10.0 out of 10, Exceptional, (4)
"Beautiful older home with lots of character. Comfy beds, updated appliances, well manicured gardens and pretty outdoor sitting area. Close location to the interstate and urban areas, yet in a lovely country setting."
The Good Bones Abode
Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

Private Entrance Residential Portland

8.8 out of 10, Excellent, (3)
"Check in was simple. Quaint place. "
The price is HK$738
HK$1,299 total
includes taxes & fees
28 Aug - 29 Aug
Private Entrance Residential Portland
Camp Forever cottage
Outdoor dining

Camp Forever cottage

9.6 out of 10, Exceptional, (52)
"Great stay. My husband and I were there for 4 days. Peaceful and quiet. Lovely views. Just perfect for the two of us. Short drive to area sites, businesses and restaurants."
The price is HK$1,161
HK$2,277 total
includes taxes & fees
15 Sept - 16 Sept
Camp Forever cottage
Lakeside retreat in Central Maine
Property grounds

Lakeside retreat in Central Maine

9.8 out of 10, Exceptional, (89)
"We spent Bates Graduation weekend at Sailors Rest. Paul and Kevin were fabulous hosts and Sailors Rest was the perfect port in the bittersweet graduation storm. I do hope we’ll be back. "
Lakeside retreat in Central Maine
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 Freeport Hotel Reviews

Find out more about Freeport

Find out more about Freeport

Search for holiday rentals in Freeport on Expedia! You can easily find your home rentals, villas, holiday apartments in Freeport using one of the methods below:

  • View our selection of featured holiday rentals in Freeport
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  • Enter your travel dates to view the best deals on holiday rentals in Freeport while they last

Look no further and take a look at our great range of rental properties in Freeport!

Frequently asked questions

Can I find a holiday rental in Freeport?

Yes, there are holiday rentals in Freeport close to Wolfe's Neck Farm, 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?

Captain's Quarters Guest Room w/Private Bath & Entrance. Best Value in Town!: This holiday home rental outside of Freeport comes with WiFi so that you can feel at home during your trip. Kitchen amenities include an electric kettle to make your meal-planning easier.

How many holiday rentals are there in Freeport?

Expedia has 34 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 Harrington House 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.