
House vacation rentals in Freeport
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Top-rated house rentals in Freeport
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LUX Designer Private Waterfront Hot Tub - Secluded
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

Cozy Cottage Retreat near Breweries & Airport
Cozy Cottage Retreat w/ Loft near Portland Welcome to your Maine escape. Reno barn offers a warm, cottage-inspired atmosphere with character, an open loft, and inviting spaces for rest and connection. Located mins from the airport and within walking distance to Allagash Brewing Company and other local favorites. A quick drive to downtown Portland, beaches, lighthouses, and live music. End your evenings on the private back deck — wine in hand, stars overhead, and nothing but quiet around you.

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Oak Leaf
Take it easy at this unique and tranquil getaway. This sweet cottage offers scenic water views and much more. Overlooking the New Meadows river, it is nestled in a quiet area and surrounded by 100 yr old oak trees. It is loaded with charm yet offers modern amenities. You feel tucked away, yet the place is only 10 to 20 minutes from beautiful beaches, hiking, fine dining, and shopping opportunities. Enjoy beautiful sunsets from the back porch and cozy up to fire pit while you make memories.

The Outlet Studio, Rustic Comfort w Fireplace
Conveniently and perfectly located! Our studio is in a private building on a quiet dead end street yet walking distance to L.L. Bean, Bow Street Market, Leon Gorman Park, restaurants, breweries, live music, outlet shops, Freeport Farmers Market, the Amtrak station and all that downtown Freeport has to offer. A short drive to Wolfe's Neck State Park, Bradbury Mountain State Park, Mast Landing Audubon Sanctuary, the Desert of Maine, Winslow Park, farm stands and the beautiful mid-coast coast.

Hallowell Hilltop Home with Hot Tub & Sauna
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

1830s Cape hosted by George & Paul
This 1830 cape is for rent by the month or weekly or for a two-night minimum stay. It is located at the edge of the historic village of Waldoboro. It offers a convenient base to sightseeing in midcoast Maine. It’s old-fashioned, decorated with plants, antiques and paintings and features a large, fully equipped kitchen, music room with piano, television room with pull-out sofa, full bath with stall shower and outside patio. Your hosts are right across the driveway.

Freeport Escape – LLBean | Fire Pit | 3 King | A/C
The Freeport Escape – A charming early 1900s home with modern amenities. Located in the heart of Freeport, walkable to shopping, restaurants, breweries, and the Amtrak station. Set on a private corner lot, enjoy the fire pit, porch grilling, and spacious outdoor area. Cozy up by the indoor fireplace in cooler months. Perfect for families, couples, and friends. 🛏️ 3 King Beds | Family-Friendly | ❄️ A/C | 🔥 Fire Pit | 🪵 Indoor Fireplace 📍 STRR-2022-82

Beautiful Home with Yard in Downtown Freeport
Beautifully appointed home, just a 5 min walk into town. Comfortable home in a quiet neighborhood, two queen bedrooms and two baths. A-C units throughout. Fully equipped kitchen: gas stove, dishwasher. Large living room with TV, wifi and work-space. Washer and dryer on-site. Whole house generator in case of power outage. Large backyard and private parking on-site. No shared spaces.

Victorian Charm in Wiscasset, Maine: Acorn Cottage
A TRULY NOSTALGIC MAINE VACATION STAY. This spacious 1903 Masonic Victorian home in the “Prettiest Village” in Midcoast Maine offers 3 bedrooms, 1.5 baths, and is steps from local landmarks like world famous “Red’s Eats” for a lobster roll, boutique shops, antiques, art galleries, and restaurants. Just up the road is the award-nominated “Alna Store”!
Popular amenities for Freeport house rentals
House rentals with a hot tub

Luxury Home w/HOT TUB & Fire Pit

Lakefront: Private Hot Tub, Sauna & Free Massages!

Maine Lakes Region house (private hot tub)

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub

NewBuilt/HotTub/Great Location-4 min Kennebunkport

Brand New 4BR- fire pit, hot tub, game room.

Amazing Bay View Home with Hot Tub

OOB Oasis: 5BR Home w/ Private Pool Near Beach
House rentals with a pool

Faith Lane with community pool

Luxe Liberty: Getaway with Heated Indoor Pool!

Our Beach House Getaway

Cozy Maine Church Retreat Near Portland • Fire Pit

Farmhouse: Ice Rink | Movie Cave | Hot Tub

Old Falls Retreat-4BR w Gorgeous River View & Pool

Designers Dream Home with Pool!

There's No Place Like Home
Weekly house rentals

Waterfront Cottage in Freeport

Charming Coastal Home

Casco Cabin

Serene Coveside Cottage

Coastal Maine Waterfront Retreat

Sunset Stunner w/summer dock

30 Acres with Woodland Trails and Playground

Five Islands Waterfront Retreat
When is the best time to visit Freeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$30,125 GYD | G$29,288 GYD | G$30,753 GYD | G$51,255 GYD | G$58,577 GYD | G$64,434 GYD | G$67,991 GYD | G$66,317 GYD | G$52,928 GYD | G$50,627 GYD | G$51,255 GYD | G$35,355 GYD |
| Avg. temp | -6°C | -4°C | 1°C | 6°C | 12°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -2°C |
Quick stats about house rentals in Freeport

Total vacation rentals
Explore 80 vacation rentals in Freeport

Nightly prices starting at
Freeport vacation rentals start at G$16,736 GYD per night before taxes and fees

Verified guest reviews
Over 4,560 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Freeport vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Freeport rentals

4.9 Average rating
Freeport stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a patio Freeport
- Rentals with a fire pit Freeport
- Rentals with a fireplace Freeport
- Rentals with pools Freeport
- Rentals with a washer and dryer Freeport
- Bed and breakfasts Freeport
- Apartment rentals Freeport
- Pet-friendly rentals Freeport
- Rentals with beach access Freeport
- Cottage rentals Freeport
- Rentals with outdoor seating Freeport
- Cabin rentals Freeport
- Rentals with breakfast Freeport
- Family-friendly rentals Freeport
- Waterfront rentals Freeport
- House rentals Cumberland County
- House rentals Maine
- House rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- King Pine Ski Area
- Pemaquid Point Lighthouse
- Gooch's Beach
- East End Beach
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Footbridge Beach
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Palace Playland
- Hills Beach
- Ogunquit Playhouse
- Maine Maritime Museum
- Bradbury Mountain State Park
- Mt. Abram




