Freeport Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Freeport

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

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

South Freeeport
9.8 out of 10, Exceptional, (197)
"Beautiful location and a charming home for a family get-together. The house was well stocked and had all the amenities needed to make the stay comfortable. The host was responsive to all our questions. We had a wonderful time and look forward to coming back to coastal Maine."
United States
Shailesh M.
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

The Weldon Hotel

4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (87)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is ￥30,828
￥33,603 total
includes taxes & fees
Dec 1 - Dec 2
The Weldon Hotel
On the beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

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

Bailey Island
10.0 out of 10, Exceptional, (233)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Exterior
Sebago Lake Cottage on Raymond Cape

Sebago Lake Cottage on Raymond Cape

Raymond
10.0 out of 10, Exceptional, (48)
"We loved this cabin! A stone throw from the lake. Private and quiet. "
United States
Kathy K.
Sebago Lake Cottage on Raymond Cape
Property grounds
Captain's Guest Room w/private bath. Walk to everything.

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

Bath
8.2 out of 10, Very Good, (21)
"Great location and a beautiful property. Great walking/driving distance from town and the waterfront, we had a great stay and would do it again! "
United States
Nina P.
Captain's Guest Room w/private bath. Walk to everything.
1 bedroom, bed sheets
Studio Unit Walkable Everywhere

Studio Unit Walkable Everywhere

West Bayside
5.8 out of 10, (7)
"We didn't stay there at all. Canceled reservation "
United States
Dianne
The price is ￥11,496
￥22,726 total
includes taxes & fees
Nov 25 - Nov 26
Studio Unit Walkable Everywhere
Interior
Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.

Munjoy Hill
9.8 out of 10, Exceptional, (6)
"Clean, comfortable. "
United States
Nick P.
The price is ￥66,474
￥126,672 total
includes taxes & fees
Dec 24 - Dec 25
Spacious 4-bedroom house located in the heart of Portland, ME.
Fridge, microwave, oven, stovetop
Private Entrance Residential Portland

Private Entrance Residential Portland

Deering Center
9.2 out of 10, Wonderful, (5)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
United States
Michelle S.
Private Entrance Residential Portland
TV
In-town no frills 2 bedroom apt

In-town no frills 2 bedroom apt

West Bayside
8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
The price is ￥13,138
￥24,368 total
includes taxes & fees
Nov 25 - Nov 26
In-town no frills 2 bedroom apt
Exterior
Beautiful Oceanfront House- Stunning Water Views

Beautiful Oceanfront House- Stunning Water Views

Harpswell
9.4 out of 10, Exceptional, (23)
"We loved our stay! Gorgeous view, lots of thoughtful little amenities. The home was extremely clean and the host was just lovely. "
United States
Catherine O.
Beautiful Oceanfront House- Stunning Water Views
Exterior detail
Sunny Modern Oasis in Portland’s Trendy East End

Sunny Modern Oasis in Portland’s Trendy East End

Munjoy Hill
10.0 out of 10, Exceptional, (62)
"Cozy, clean and quiet, within short walking distance to restaurants, coffee shops, breweries, distilleries and shopping. "
United States
Jane
Sunny Modern Oasis in Portland’s Trendy East End
Fridge, oven, stovetop, coffee/tea maker
Updated Long Island Maine Cottage

Updated Long Island Maine Cottage

Long Island
10.0 out of 10, Exceptional, (7)
"Great island house! Loved how stocked the kitchen was, we had comfortable beds and even beach chairs and cooler. We would definitely stay here again. "
United States
Serra C.
Updated Long Island Maine Cottage
Fridge, microwave, oven, stovetop
1 room luxury ocean front studio cottage

1 room luxury ocean front studio cottage

Harpswell
9.6 out of 10, Exceptional, (170)
"Very clean beautiful view we definitely enjoyed ourselves "
United States
Ilona F.
1 room luxury ocean front studio cottage
Property grounds
Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Falmouth
8.8 out of 10, Excellent, (6)
"We had a wonderful stay. Nice comfortable camp. We enjoyed swimming in the lake. "
United States
Darcie B.
Charming 2-bedroom house with AC, WiFi in lovely Falmouth
Interior
Oceanfront Cabin-Castle in Maine Woods

Oceanfront Cabin-Castle in Maine Woods

Georgetown
9.8 out of 10, Exceptional, (43)
"Amazing property and location - just exactly what we were looking for - walking or driving to the beach every day - listening to the ocean and walking on the rocks and through the woods - truly magical. "
United States
Holly H.
Oceanfront Cabin-Castle in Maine Woods
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Walk to Breweries

The Globe House on Munjoy Hill - Walk to Breweries

Munjoy Hill
10.0 out of 10, Exceptional, (92)
"Beautiful house in great area."
United States
Amber W.
The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

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

East Deering
10.0 out of 10, Exceptional, (65)
"Nice stay. Good amenities. "
United States
Laura H.
The price is ￥109,096
￥166,481 total
includes taxes & fees
Dec 1 - Dec 2
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Outdoor dining
Knock on Wood | Airy Charm in Heart of Downtown

Knock on Wood | Airy Charm in Heart of Downtown

Parkside
8.8 out of 10, Excellent, (25)
"Clean and comfortable in a great location. Walking distance to the Portland Farmer’s Market on Saturdays. Easy to access and very handy off street parking. Team was very easy to work with. "
United States
Natalie R.
The price is ￥20,102
￥49,190 total
includes taxes & fees
Nov 25 - Nov 26
Knock on Wood | Airy Charm in Heart of Downtown
Exterior
Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End

Munjoy Hill
9.8 out of 10, Exceptional, (52)
"Excellent stay and location"
United States
David M.
Cozy, Elegant and Bright 2 bed in the East End
Marina
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C

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

Standish
8.6 out of 10, Excellent, (21)
"Beautiful cabin in a super scenic location, clean and cozy and the air conditioning was a huge plus for the hot days"
United States
Amelia E.
Dog-Friendly Lakefront Cottage w/Lake Access, Deck, Gas Grill, A/C
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Our trip was great. Check in was smooth, our room was very clean and comfortable; and check out was smooth. Thank you for making the lodging portion of our trip great!"
Karen 1-night trip
Posted 22 hours ago
Holiday Inn Portland-By the Bay by IHG

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:

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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?

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: Visitors like this Freeport vacation home rental. It is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease 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. You and your friends and family can relax into your vacation with amenities like a selection of games.

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?

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 Bradbury Mountain State Park 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.