Best Vacation Homes in Freeport
House
10.0(124 Reviews)
2 Bedrooms
3 Baths
6 Guests
3700 ft²
Hot Tub
Fireplace/Heating
Ocean View
Balcony/Terrace
US $838/Night
7 Nights - US $5,866
Bed & Breakfast
10.0(8 Reviews)
7 Bedrooms
6 Baths
17 Guests
274.48 ft²
- Fireplace/Heating
Parking
Air Conditioner
Internet
US $231/Night
7 Nights - US $1,616
Bed & Breakfast
10.0(182 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Air Conditioner
US $211/Night
7 Nights - US $1,480
Apartment
10.0(76 Reviews)
1 Bedroom
1 Bath
4 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $217/Night
7 Nights - US $1,516
House
10.0(3 Reviews)
5 Bedrooms
2 Baths
10 Guests
2195.84 ft²
- Fireplace/Heating
- Balcony/Terrace
View
Pet Friendly
US $1,280/Night
7 Nights - US $8,960
Apartment
10.0(48 Reviews)
1 Bedroom
1 Bath
3 Guests
700 ft²
Private Pool- Fireplace/Heating
Pool- Balcony/Terrace
US $280/Night
7 Nights - US $1,961
Apartment
10.0(22 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $304/Night
7 Nights - US $2,125
Apartment
10.0(17 Reviews)
1 Bedroom
1 Bath
3 Guests
350 ft²
- Oceanfront
Spa- Fireplace/Heating
- Ocean View
US $382/Night
7 Nights - US $2,676
Freeport Luxury Rentals
House
10.0(6 Reviews)
8 Bedrooms
5 Baths
16 Guests
3000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $2,946/Night
7 Nights - US $20,625
Villa
10.0(1 Review)
5 Bedrooms
4 Baths
12 Guests
4004.17 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $2,942/Night
7 Nights - US $20,591
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
10 Guests
3400 ft²
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Kitchen
US $2,410/Night
7 Nights - US $16,873
House
10.0(30 Reviews)
5 Bedrooms
3 Baths
12 Guests
5337 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,086/Night
7 Nights - US $14,600
House
1 Bedroom
2 Baths
6 Guests
1959.03 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $2,000/Night
7 Nights - US $14,000
House
1 Bedroom
2 Baths
4 Guests
1399.31 ft²
- Parking
- Air Conditioner
- Internet
Child Friendly
US $1,800/Night
7 Nights - US $12,600
House
9.8(20 Reviews)
4 Bedrooms
3 Baths
12 Guests
3300 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $1,757/Night
7 Nights - US $12,297
House
9.8(16 Reviews)
5 Bedrooms
2 Baths
10 Guests
2200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,577/Night
7 Nights - US $11,040
Freeport Pet Friendly Vacation Rentals
Apartment
10.0(10 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $324/Night
7 Nights - US $2,266
Bed & Breakfast
9.2(158 Reviews)
7 Bedrooms
8 Baths
20 Guests
192.21 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $194/Night
7 Nights - US $1,358
US $96/Night
7 Nights - US $672
Cabin
10.0(6 Reviews)
1 Bedroom
1 Bath
6 Guests
315 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $328/Night
7 Nights - US $2,298
Apartment
8.0(5 Reviews)
1 Bedroom
1 Bath
3 Guests
355.21 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $224/Night
7 Nights - US $1,568
House
10.0(4 Reviews)
2 Bedrooms
2 Baths
6 Guests
1000 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $326/Night
7 Nights - US $2,280
Cabin
10.0(3 Reviews)
1 Bedroom
1 Bath
6 Guests
315 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $315/Night
7 Nights - US $2,207
Cabin
10.0(3 Reviews)
1 Bedroom
1 Bath
6 Guests
345 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $306/Night
7 Nights - US $2,139
Freeport Large Vacation Homes
House
10.0(50 Reviews)
6 Bedrooms
2 Baths
10 Guests
4100 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,387/Night
7 Nights - US $9,708
Bed & Breakfast
9.5(52 Reviews)
7 Bedrooms
7 Baths
17 Guests
158.38 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
US $230/Night
7 Nights - US $1,611
Villa
10.0(2 Reviews)
4 Bedrooms
4 Baths
12 Guests
- Oceanfront
Skiing- Fireplace/Heating
- Ocean View
US $810/Night
7 Nights - US $5,669
Bed & Breakfast
9.4(39 Reviews)
7 Bedrooms
6 Baths
13 Guests
227.83 ft²
- Oceanfront
- Spa
- Fireplace/Heating
- Ocean View
US $410/Night
7 Nights - US $2,867
House
9.8(204 Reviews)
6 Bedrooms
3 Baths
12 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,008/Night
7 Nights - US $7,058
House
3 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Internet
US $1,417/Night
7 Nights - US $9,919
House
5 Bedrooms
2 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $903/Night
7 Nights - US $6,322
House
9.6(4 Reviews)
5 Bedrooms
2 Baths
6 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $503/Night
7 Nights - US $3,521
Why Choose Rent By Owner for your Freeport Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Popular Areas for Freeport Vacation Rentals
Where are the best neighborhoods to stay in Freeport?
When planning your stay in Freeport, Maine, exploring the different neighborhoods can help you find the perfect location for your vacation. Each area offers its own unique charm and convenient access to the town’s renowned shopping, dining, and outdoor activities. Whether you prefer the lively atmosphere near the town center or a quieter spot closer to natural attractions, choosing the right neighborhood ensures a comfortable and memorable visit. With a variety of well-appointed vacation rentals available, you can enjoy an authentic Freeport experience tailored to your preferences.
Bustins Island
This charming island offers a serene escape just off the coast of Freeport, providing a tranquil setting for your stay. Here, you can enjoy a peaceful retreat surrounded by natural beauty, ideal for relaxing getaway experiences.
View 40+ Rentals in Bustins IslandBest Times to Visit Freeport
When should you plan your Vacation Rentals stay?
Choosing the right time to visit here can significantly enhance your experience, as understanding the seasonal nuances of this destination ensures you select the perfect period for your stay in the area.
Peak Season Highlights
Summer (June to August)
During the summer months, the area experiences warm weather and longer daylight hours, making it ideal for outdoor activities and exploring scenic coastal views. This is when you can enjoy the lively atmosphere and vibrant local events.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
Fall (September to November)
Early fall offers crisp air and beautiful foliage, attracting visitors seeking a picturesque and tranquil escape. The region’s charming ambiance is perfect for relaxing and enjoying seasonal festivities.
Average Temperature Daytime: 65°F to 70°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
The quiet winter season provides a peaceful retreat with fewer tourists and a cozy atmosphere. It’s a great time for those looking to experience the region's serene beauty and off-season tranquility.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 15°F to 25°F
Spring (March to May)
Springtime welcomes mild weather and blooming landscapes, offering an ideal opportunity to explore without the crowds. It’s perfect for enjoying nature and beginning your outdoor adventures.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Freeport
How to Book Your Freeport Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Freeport
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy spacious outdoor patios or decks perfect for relaxing and entertaining during your stay.
- Take advantage of private or shared gardens where you can unwind amidst lush greenery.
- Make the most of outdoor dining areas ideal for al fresco meals with a view of the surrounding scenery.
- Benefit from easy access to nearby beaches or waterfronts for beachcombing and seaside activities.
- Utilize outdoor grilling stations to prepare fresh, local seafood in the open air.
- Explore designated outdoor recreational spaces such as fire pits or seating areas for evening gatherings.
- Capitalize on outdoor parking options that provide convenience when exploring this charming region.
Top Attractions Around Freeport
What attractions are nearby?
While staying in this destination, you'll find a variety of outdoor activities and charming local attractions nearby to enhance your vacation experience in Freeport, Maine.
Family Activities
- Boston Harbor Cruises: Experience a family-friendly boat tour that offers scenic views of the coastline and educational insights into maritime history, perfect for exploring here.
- Winslow Park: Enjoy a relaxing day at this scenic park with its sandy beaches, picnic areas, and walking trails, making it ideal for family outings in the area.
- Freeport Village: Discover charming shops and kid-friendly eateries while strolling through the historic village, providing a delightful cultural experience for all ages.
- Coastal Maine Botanical Gardens: Wander through beautiful gardens and participate in interactive programs designed to engage children and foster a love for nature, right here in the region.
Adult Activities
- Visit the Maine Maritime Museum: Explore the region’s rich maritime history through engaging exhibits and waterfront views that offer a glimpse into this area's seafaring heritage.
- Enjoy shopping at Freeport's outlets and boutiques: Discover unique local crafts and designer brands in this destination’s well-known shopping districts, perfect for leisurely browsing.
- Take a scenic lighthouse tour: Experience breathtaking coastal vistas by visiting some of the area’s iconic lighthouses, which are perfect for sightseeing and photography.
- Dine at waterfront restaurants: Savor fresh seafood and regional cuisine in the region’s popular eateries while enjoying views of the harbor or surrounding waters.
Other Places to Stay in Freeport, ME
Bradbury Mountain State Park
LL Bean Flagship Store
Theater of Awesome
Freeport Historical Society
Harrington House
Wilbur's of Maine Chocolate Confections
Wolfe's Neck Farm
Mast Landing Sanctuary
Wolfe's Neck State Park
Desert of Maine
Winslow Memorial Park
Freeport Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar to align your stay with local festivals or markets, enhancing your experience in this charming destination.
- Explore Nearby Nature Spots: Take advantage of the region’s scenic parks and coastal trails to enjoy outdoor activities right outside your vacation rental.
- Opt for Central Accommodation: Choose a well-located property to easily access shopping, dining, and attractions that give you a true taste of here.
- Utilize Local Resources: Reach out to hosts or visitor centers for personalized tips on the best way to explore and make the most of your time in this area.
Transportation Options
- Freeport Transportation Services: Local shuttle and taxi options offer convenient ways to explore the region from your vacation rental.
- Portland International Jetport: This nearby airport provides quick access for travelers flying into the area, connecting you seamlessly to your stay here.
- Bus Transit Options: Regional bus services connect Freeport with neighboring towns and cities, making day trips easy during your visit.
- Car Rental Agencies: Numerous car rental providers in the area give you the freedom to discover all that this destination has to offer at your own pace.
Local Customs Options
- Downeast Maine Traditions: You’ll find that embracing the area's maritime heritage is a common custom, reflected in local festivals and community gatherings throughout this destination.
- Seaside Seafood Etiquette: When visiting here, it’s customary to enjoy fresh seafood with appreciation for the region’s fishing roots, often sharing meals among friends and family.
- Respect for Nature: Locals value their natural surroundings by engaging in conservation efforts and practicing sustainable tourism to preserve the region’s scenic beauty.
- Historical Preservation: Preserving the heritage of this area is important, with many residents and visitors alike participating in activities that honor its storied past.
Freeport Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Freeport?
There are a lot of options in Freeport. If you plan on staying in the Freeport area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Freeport:
- The James Place Inn B&B
- Spacious waterfront home on Casco Bay
- The Nest ~ Quiet location close to shops, dining and Downtown Freeport.
- Dramatic Oceanfront House w/Private Swimming Cove & Dock
- Peaceful Waterfront Apt w/Deck, 22 Mi to Portland
- Spacious 4 bedroom luxury Condo
- Waterfront, Luxury, Spacious home in Freeport!
- Vienna's Place
- Waterfront Private Apartment, minutes from LLBean!
- The Bow Street Abode/Charming 2 BR Retreat
2. How many vacation rentals have private pools in Freeport?
There are 3 vacation rentals with private pools near Freeport. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Freeport are best for families?
If you are looking for a family-friendly vacation home in Freeport, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Freeport:
4. How many Rentbyowner vacation rentals are available in Freeport?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 148 in the Freeport area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Freeport.
5. What is the cancellation policy for a vacation rental in this region?
The cancellation policy varies depending on the property listing. You should review the specific terms outlined in the listing details or contact the owner directly to understand the refund options and any applicable fees.
6. How do I secure my reservation at a vacation rental here?
Booking confirmation typically requires a secure payment process through the listing platform. Ensure that you read all booking instructions carefully and communicate with the property owner if you have any questions before completing your reservation.
7. Are there any additional fees I should be aware of when staying in this destination?
Additional charges such as cleaning fees, service fees, or local taxes may apply based on the property. Check the detailed listing information or reach out to the owner for a complete understanding of all costs involved.
8. What amenities are usually included with vacation rentals in this area?
Most properties offer essential amenities like Wi-Fi, kitchen facilities, and private parking. For specific features, always refer to the individual listing or contact the owner directly to ensure the property meets your needs.
9. How close are the vacation rentals to popular attractions or beaches?
Many rentals are situated conveniently near points of interest, including beaches and local amenities. To confirm proximity and accessibility, review the property's location details or ask the owner directly for guidance.
Freeport Top Rated Vacation Rentals
House
10.0(5 Reviews)
3 Bedrooms
3 Baths
9 Guests
1 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
US $787/Night
7 Nights - US $5,506
Other
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $198/Night
7 Nights - US $1,389
Apartment
10.0(1 Review)
1 Bedroom
1 Bath
3 Guests
699.65 ft²
- Fireplace/Heating
- Pool
- View
- Parking
US $136/Night
7 Nights - US $952
Bed & Breakfast
9.8(115 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $182/Night
7 Nights - US $1,273
Hotel
9.4(924 Reviews)
1 Bath
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $229/Night
7 Nights - US $1,606
Hotel
9.0(1003 Reviews)
1 Bath
- Pool
- Balcony/Terrace
- Breakfast
- Kitchen
US $102/Night
7 Nights - US $713
US $114/Night
7 Nights - US $797
Hotel
8.8(320 Reviews)
3 Baths
312.15 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
US $200/Night
7 Nights - US $1,400
