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Compare 399 Vacation Homes in Freeport with updated reviews, rates, and availability.

Oceanfront Cabin-Castle in Maine Woods
Fall View from Porch

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (12)
Oceanfront Cabin-Castle in Maine Woods
Charming 110-year former Inn 10' from the Ocean!
A cruise ship goes by at sunset

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!
The Globe House on Munjoy Hill - Walk to Breweries
Living area

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (74)
"The Globe House was a wonderful Plato spend a couple of days while exploring Portland. The house itself was immaculate and well appointed, with extra touches that put it a step above: the fresh scent from a diffuser welcomed us, a complimentary bottle of wine awaited us in the refrigerator, and luxe amenities like L’Occitane moisturizer were provided. Great location with easily walkable and excellent restaurants. Our hosts left a fabulous “guide to Portland” for us, with many of their favorite...
The Globe House on Munjoy Hill - Walk to Breweries
Serenity - Stunning Sebago Lake scenery
Deck

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (35)
"The proximity to Sebago Lake State Park makes this location even more special!! Had a great snowshoe and came back to relax in front of the fire and enjoy the view!"
Serenity - Stunning Sebago Lake scenery
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Outdoor spa tub

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
Charming 4-bedroom house with Pool mins to Sebago Lake and More!
Interior

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Charming 4-bedroom house with Pool mins to Sebago Lake and More!
Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary
Dining Room Seating for ten, extra dining also available

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
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi

10.0 out of 10, Exceptional, (15)
"We enjoyed our stay. The house was clean and the jacuzzi was much enjoyed. We let our vacation happy!"
Private 3BR waterfront home, hot tub, pool table, sandy beach, BBQ, w/d, wifi
Beautiful, Spacious Home, minutes to the Old Port!
Private kitchen

Beautiful, Spacious Home, minutes to the Old Port!

10.0 out of 10, Exceptional, (1)
"We stayed for night with couples and friends. We had an amazing time and the place was so clean and exactly as described. "
The price is SAR 386
SAR 1,275 total
includes taxes & fees
5 Mar - 6 Mar
Beautiful, Spacious Home, minutes to the Old Port!
Charming ocean-view cottage just 10 minutes from downtown Freeport shops
Living area

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a fantastic stay with our family (including our 3yo). The home was exactly as described/photos show, and the view is simply amazing. Everything worked as expected, and the kids toys were an added bonus. Great communication with the host, would happily stay here again!"
Charming ocean-view cottage just 10 minutes from downtown Freeport shops
5 Bedroom Lake House + HGuest House with Hot Tub!
Property grounds

5 Bedroom Lake House + HGuest House with Hot Tub!

9.6 out of 10, Exceptional, (5)
"Great family and friends ice fishing getaway. Will definitely try and get there again for an ice fishing or summer vacation. Perfect size house and the hot tub a bonus. "
5 Bedroom Lake House + HGuest House with Hot Tub!
Bayfront home with 270-degree views, large deck & porch - near Popham Beach

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
Modern, Luxury Lakefront Home on Crescent Lake, Maine
Beautiful Wrap around Deck faces the Water

Modern, Luxury Lakefront Home on Crescent Lake, Maine

10.0 out of 10, Exceptional, (104)
"Comfortable and well equipped house. We loved the sauna and the beautiful view down by the lake."
Modern, Luxury Lakefront Home on Crescent Lake, Maine
Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!
Front Entry

Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!

10.0 out of 10, Exceptional, (2)
"House was perfect for our family vacation and you could not ask for better hosts. We look forward to returning soon."
Breathtaking 35 Acre Private Oceanfront Compound with countless amenities!
New House on Big Sebago w/ Private beach & dock!
Exterior

New House on Big Sebago w/ Private beach & dock!

10.0 out of 10, Exceptional, (8)
"We thoroughly enjoyed our stay. The house was perfect and our lake time was so much fun! The paddle board and kayaks were an added plus and they were in great condition."
New House on Big Sebago w/ Private beach & dock!
Coastal Gathering House - Spacious 4-bedroom house close to Portland
Exterior

Coastal Gathering House - Spacious 4-bedroom house close to Portland

Coastal Gathering House - Spacious 4-bedroom house close to Portland
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger
Miscellaneous

Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay in Gray. Thank you for helping us. Most of us were out kayaking on the lake/bay. The grand daughters enjoyed the kayaking and the swimming. the only complaint from everyone was that we had to depart for our return back to SC. You have a beautiful house. thank you for allowing us to visit."
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger
Luxury Carriage House a short stroll from town!
Private kitchen

Luxury Carriage House a short stroll from town!

2.0 star property
10.0 out of 10, Exceptional, (5)
"Amazing location and beautiful little property. Everything was immaculate and welcoming, and we felt so taken care of, down to the small touches like just the coffee we like! Communication was great and timely, too. We'll definitely be back next time we are in Maine!"
The price is SAR 1,496
SAR 2,256 total
includes taxes & fees
24 Feb - 25 Feb
Luxury Carriage House a short stroll from town!
Sebago Lake Luxurious House on Raymond Cape-Great for Families
Property grounds

Sebago Lake Luxurious House on Raymond Cape-Great for Families

8.4 out of 10, Very Good, (5)
"Excellent stay! Place was clean. Host was very responsive to any questions. Will try to rent again."
Sebago Lake Luxurious House on Raymond Cape-Great for Families
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 property types in Freeport

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!
View of the house from the ocean side

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

9.8 out of 10, Exceptional, (177)
"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
Front of property

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (36)
"Overall, the stay was great. The lower-level suite was a bit noisy, as we were at ground level; however, I would highly recommend staying here if you are looking for full amenities and a short commute to everything in downtown Portland. "
The price is SAR 545
SAR 594 total
includes taxes & fees
6 Mar - 7 Mar
The Weldon Hotel
Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is SAR 364
SAR 707 total
includes taxes & fees
24 Feb - 25 Feb
Adorable Portland getaway on the Eastern Promenade
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.