Freeport Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Vacation Rentals in Freeport

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (80)
"Absolutely beautiful place to stay. "
The price is ¥52,609
¥68,505 total
includes taxes & fees
Oct 27 - Oct 28
The Weldon Hotel

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

2.0 star property
10.0 out of 10, Exceptional, (3)
"Very smooth and easy check-in. Very nice room and bathroom. Thank you so much for letting us stay! "
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

10.0 out of 10, Exceptional, (228)
"Beautiful views, very clean and enjoyed the oceanside vibe both inside and out! Easy walk to general store and walkable to Giant Stairs trail and Cedar Beach."
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Captain's Guest Room w/private bath & house entrance. Walk to everything.

8.2 out of 10, Very Good, (17)
"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 ¥11,381
¥22,199 total
includes taxes & fees
Oct 1 - Oct 2
Captain's Guest Room w/private bath & house entrance. Walk to everything.

Sebago Lake Cottage on Raymond Cape

10.0 out of 10, Exceptional, (47)
"Our family was up for a wedding so we came up to visit. This is a beautiful place. We will keep this in mind for the future. "
Sebago Lake Cottage on Raymond Cape

Full sized home

9.8 out of 10, Exceptional, (42)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is ¥29,764
¥54,342 total
includes taxes & fees
Oct 21 - Oct 22
Full sized home

Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

10.0 out of 10, Exceptional, (52)
"This cozy cottage is in the beautiful town of Phippsburg, next to the break-taking beach of Popham State Park. With its site on the ocean shore, the sound of waves soothes your soul, and the beach lends all kinds of opportunities for exploring both at low tide and high tide. Our host and hostess were very responsive to our needs, and my daughter and I greatly enjoyed out stay."
Driftwood Oceanfront Cottage at Popham Beach Spectacular views from every room

Private Lakefront Estate with 180 Degree Views

10.0 out of 10, Exceptional, (7)
"Phenomenal property with everything and more. Amy was a gracious host, easy to communicate with, and had a robust binder full of information and recommendation that makes weekend planning a breeze. The home was spacious and clean with all the amenities one could ask for. The outdoor space is truly a stunning 180 degree view of beautiful Sebago. We enjoyed hanging out on the dock and playing lawn games and renting pontoons to check out Frye island and the sandbar. Truly a unique home and...
Private Lakefront Estate with 180 Degree Views

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

7.8 out of 10, Good, (14)
"We had a very nice stay cabin met all our needs"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

Studio Unit Walkable Everywhere

5.2 out of 10, (5)
"We didn't stay there at all. Canceled reservation "
The price is ¥14,063
¥24,748 total
includes taxes & fees
Oct 19 - Oct 20
Studio Unit Walkable Everywhere

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

10.0 out of 10, Exceptional, (64)
"We stayed for a group trip to Portland and this was the perfect spot. Location is fantastic, lots of comfortable sleeping options, and great communication from the host. Highly recommend! "
The price is ¥107,150
¥162,051 total
includes taxes & fees
Sep 29 - Sep 30
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Private Entrance Residential Portland

9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is ¥15,626
¥26,636 total
includes taxes & fees
Sep 28 - Sep 29
Private Entrance Residential Portland

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (35)
"Place was amazing with an incredible view and fun layout. "
Oceanfront Cabin-Castle in Maine Woods

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (6)
"Great location. Comfortable living room. Well stocked kitchen. Great communication with owner."
Updated Long Island Maine Cottage

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.

Lakeside retreat in Central Maine

9.8 out of 10, Exceptional, (90)
"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

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (47)
"Great location, great house, great communication and beautiful area."
Serenity - Stunning Sebago Lake scenery

Camp Forever cottage

9.6 out of 10, Exceptional, (53)
"Connie and Mike are great hosts. The camp was clean and air conditioned! The view from camp was beautiful. The dock was amazing. "
The price is ¥19,421
¥39,824 total
includes taxes & fees
Oct 1 - Oct 2
Camp Forever cottage

In-town no frills 2 bedroom apt

7.8 out of 10, Good, (9)
"The Apt is very old but nice. Wasn’t aware of stairs as we were on the 3rd floor and had to go up very narrow stairs with no hand rails. The outdoors had bums sitting around and people across the street partying and coming up to us . Didn’t feel safe and would never have kids here. The place was nice to lay your head down but that’s it"
The price is ¥15,626
¥26,636 total
includes taxes & fees
Oct 15 - Oct 16
In-town no frills 2 bedroom apt

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (6)
"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 ¥105,125
¥240,222 total
includes taxes & fees
Sep 28 - Sep 29
Spacious Historic Home | 7BR West End for Groups
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.
Save an average of 15% on thousands of hotels when you're signed in

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
  • Use the map to find apartments and other holiday homes in the Freeport neighbourhood you prefer
  • 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 vacation rental in Freeport?

Yes, we offer vacation rentals in Freeport close to Wolfe's Neck Farm, or you can choose a secluded option if you want 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's the top vacation rental that Freeport has to offer?

Full sized home: Visitors like this Freeport vacation home rental. It offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Freeport?

Expedia has 32 vacation 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 vacation rentals like in Freeport?

Vacation rentals are private properties you can reserve for several days or longer in Freeport. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for small groups.