Freeport Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Freeport Vacation Homes

Exterior
Rent a room in the gorgeous Holt House
8.4 out of 10, Very good, (19)
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
TV, fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, (33)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Private kitchen
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is CA $257
CA $620 total
includes taxes & fees
Jun 1 - Jun 2
Elegant condo - walk to Portland's best restaurants & Old Port
Save an average of 15% on thousands of hotels when you're signed in
Beach
Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets
10.0 out of 10, Exceptional, (37)
"What a wonderful home in a fantastic location! It has everything you need for a getaway: open and inviting communal spaces including a spacious wraparound deck, stocked kitchen for meals, comfy beds, working fireplace, and so much more. Wouldn't hesitate to stay again!"
Spacious Waterfront Summer Home with Swimming, Kayaking, and Sunsets
Fridge, microwave, oven, stovetop
Contemporary Comfort: Game Room & Portland Access
Contemporary Comfort: Game Room & Portland Access
Interior
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.8 out of 10, Excellent, (48)
"This was a great old townhouse. Great parking and very clean. Easy walk to attractions and a charming neighborhood bar just around the corner. "
The price is CA $154
CA $338 total
includes taxes & fees
May 28 - May 29
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Fridge, microwave, oven, stovetop
Convenient Portland home 3 miles from Downtown
10.0 out of 10, Exceptional, (8)
"The house was spotless and comfortable. We arrived in the middle of a snowstorm, and it was great to have the one-car attached garage, a heating system that worked well, someone who plowed the driveway and shoveled the snow shortly after we arrived, and a comfortable hot shower. Grocery stores and restaurants are nearby. Beds are comfortable, and there is a lot of closet space and drawer space. We would stay here again."
The price is CA $305
CA $882 total
includes taxes & fees
May 29 - May 30
Convenient Portland home 3 miles from Downtown
Property grounds
Sunrise Catcher with a Panoramic View!
10.0 out of 10, Exceptional, (23)
"Very clean property. Amazing views. Well appointed. Enjoyed our stay."
Sunrise Catcher with a Panoramic View!
Fridge, microwave, oven, stovetop
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
10.0 out of 10, Exceptional, (115)
"Perfect little place just outside of downtown, very convenient to everything. Very clean & nicely decorated. Exactly as shown. Excellent communication from host, easy check in. Will def re-book if/when we return to Portland!"
5 Star Back Cove Hide-Away<br>1 bedroom Back Cove apartment with water views!
Property grounds
325 Year OldWaterfront Fully Renovated Loaded with Amenities Bring Your Boat!
10.0 out of 10, Exceptional, (20)
"The property and home were very charming, lovely views from every room of the tawny late November marsh landscape. Recent renovations provided creature comforts, and getting out to explore in-town Bath or out to Reid was a short car ride away. Accessibility for older family was great with the single level and low entry thresholds. Tina was great for communicating with- our best wishes!"
325 Year OldWaterfront Fully Renovated Loaded with Amenities Bring Your Boat!
3 bedrooms, desk, WiFi, bed sheets
New home at Popham Beach
10.0 out of 10, Exceptional, (4)
"Wonderful way to decompress and walk the sandy beaches at Popham. The property, the views, our host, and all details were great!"
New home at Popham Beach
Interior
Riverfront Topsham Home ~ 28 Mi to Portland!
4.0 out of 10, (1)
Riverfront Topsham Home ~ 28 Mi to Portland!
Exterior
Cute Maine Cottage: Woods & Water View
10.0 out of 10, Exceptional, (1)
"Our stay at this beautiful home in Georgetown, Maine was perfect. From the moment we arrived, we were captivated by the views that surrounded us. The property was clean and well-maintained. It was the perfect spot for relaxing and enjoying some quality time with the family. The host went above and beyond to ensure our stay was comfortable and enjoyable, providing clear instructions and recommendations for things to do and places to see in the area. Their hospitality, attention to detail, and...
Cute Maine Cottage: Woods & Water View
Fridge, microwave, oven, stovetop
5 bed 2Bath fully remodeled farmhouse near Beaches, Portland, XC skiing & hiking
10.0 out of 10, Exceptional, (1)
"This Beech Ridge Barn house was a beautiful place to gather with friends and family. The place was exactly as described: large, clean, cozy, and perfect for young families with toddlers. The large cooking and dining area with a long table was the setting for many meals and laughs. Regarding coordination, Bridget was prompt with communication and extremely accommodating. We would happily gather here again."
5 bed 2Bath fully remodeled farmhouse near Beaches, Portland, XC skiing & hiking
View from property
Tranquil cottage near beach with private dock, spacious patio & modern comforts
Tranquil cottage near beach with private dock, spacious patio & modern comforts
Property grounds
Oceanside escape 🌊 perfect family getaway!
10.0 out of 10, Exceptional, (5)
"Very cute house to rent. Bed options were plentiful. Everything you need. Easy to get to town or local shopping. Nice biking around from here. Local bus route too. Host was a great communicator. Highly recommend!!"
The price is CA $314
CA $579 total
includes taxes & fees
Jun 4 - Jun 5
Oceanside escape 🌊 perfect family getaway!
Fridge, microwave, oven, stovetop
Beautiful 3BR Home with Office in Town of Brunswick with King beds
The price is CA $273
CA $596 total
includes taxes & fees
May 28 - May 29
Beautiful 3BR Home with Office in Town of Brunswick with King beds
Property grounds
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (99)
"Lovely home in a beautiful location. Very welcoming, cozy, and friendly. Easy check-in and check-out process. The owner was very accommodating and helpful. Made amazing memories and look forward to returning soon. Thank you so much!"
Charming 110-year former Inn 10' from the Ocean!
Private kitchen
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.4 out of 10, Exceptional, (23)
"This property was perfect for our group of 10 girls!!! It was much bigger than I was even anticipating, beautiful home and very clean. *Very* safe and nice neighborhood, which was incredibly important for us girls. The hot tub was the best part and the fireplace was great too. No complaints with our stay at all, though I wish it was a walking distance to downtown. It was about a 10 minute car ride so we ubered for our stay which worked out pretty good and was still cheap! The host lives upstairs...
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
10.0 out of 10, Exceptional, (52)
"Artfully decorated and located walking distance to restaurants and parks. This was the perfect place for me and friends to visit around the table, watch a hockey game on TV, walk to restaurants, heat up take out, and was close to site seeing museums and light houses. The host was quickly available for suggestions. Check in and out was simple."
The price is CA $511
CA $892 total
includes taxes & fees
Jun 27 - Jun 28
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
Don't see what you're looking for?
See all available properties in Freeport
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.

Other property types in Freeport

Terrace/patio
Waterfront, Luxury, Spacious home in Freeport!
9.8 out of 10, Exceptional, (16)
"In Freeport to spend time with the family. Lovely location, nice house, dog friendly, had a great weekend!"
Waterfront, Luxury, Spacious home in Freeport!
TV, fireplace
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
8.8 out of 10, Excellent, (33)
"Great views. House pretty clean & supplies were fine except only 3 coffee cups for 6 adults. VACasa said they would get more cups. They failed, never received. Some lights didn't work & lots of dead bugs in light fixtures."
Delightful oceanfront home with amazing views, wrap-around deck & two fireplaces
Exterior
Rent a room in the gorgeous Holt House
8.4 out of 10, Very good, (19)
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
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.

Freeport Vacation Homes information

Number of reviews
Accommodation
Vacation Homes
Lowest Price
Highest Price

Recent Reviews in Freeport
Expedia verified reviews