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

Oceanfront Cabin-Castle in Maine Woods

9.8 out of 10, Exceptional, (12)
"Absolutely loved this property! My family and I enjoyed every minute of our stay! Listening to the waves crashing on the rocks, hanging out by the fire and just relaxing made for the perfect after Christmas getaway! I look forward to coming again! Highly recommend "
Oceanfront Cabin-Castle in Maine Woods

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

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

10.0 out of 10, Exceptional, (35)
"We returned to this property for more family fun! Steve and Densi are excellent hosts and the property is the PERFECT spot for a family getaway! The kitchen, the long dining table, the cozy fireplaced living roon. the yard, the fire pit and the basement space all provide awesome space to gather!"
Serenity - Stunning Sebago Lake scenery

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!

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

Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR

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

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!

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 AED 408
AED 1,297 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

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!

9.6 out of 10, Exceptional, (4)
"The property was just like it was advertised. We walked into a lovely home that had some lights on and a pretty Christmas and garland lit to welcome us. Everything was easy to find; the home and linens were clean and fresh. The views of the lake were fabulous! We even had some snow and a gentleman was there first thing to clear the walks and driveway. Wonderful Vrbo! "
5 Bedroom Lake House + HGuest House with Hot Tub!

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

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!

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!

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

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

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!

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 AED 1,465
AED 2,230 total
includes taxes & fees
4 Feb - 5 Feb
Luxury Carriage House a short stroll from town!

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

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

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!

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (35)
"The full kitchen and appliances were perfect for my stay so that I did not have to eat out while I was there and save money "
The price is AED 562
AED 613 total
includes taxes & fees
23 Feb - 24 Feb
The Weldon Hotel
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.