House holiday rentals in Freeport

Spacious Country Home Freeport, 5 min to LL Bean!

Recently furnished & renovated! Fast WiFi, Smart TVs, spacious backyard with fire pit, back deck with grill & outdoor furniture. Large dining room, living room, kitchen, & covered front porch. Perfect to relax with friends and family where you'll feel like you're away from it all, yet it's only 5 minutes to Freeport's lively downtown shops, restaurants, breweries, and LLBean! Beautiful hiking trails, forests, and Bradbury State Park are close by and Portland's scenic Old Port is just 20 minutes!

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Cheerful 3Bedroom Home Close to Downtown Brunswick

Located 1.5 miles from Bowdoin College and downtown Brunswick, your family will be close enough to restaurants and shops, but still return home to a quiet neighborhood. Spend the day exploring the college, visiting the ocean, or outlet shopping 15-minutes away in Freeport. Come home to watch the big game in the family room while the kids play board games in the bonus room complete with table, sleeper sofa, and television. Enjoy a long walk after dinner on the expansive nearby trail system.

Fully Updated Airy Historic Home in South Freeport

Conveniently located 5 minutes from downtown Freeport, 20 minutes from Portland Jetport, and 20 minutes from downtown Portland. This newly renovated, charming, and sunny 200 year old home is perfect for your Maine getaway. It is a fantastic home-base for exploring Southern and Midcoastal Maine while enjoying close proximity to shopping in Freeport and Portland's award-winning restaurants and attractions as well as beautiful beaches, islands, museums, lighthouses, and much more.

Spacious Costal Home in Freeport, ME

Come enjoy Freeport, Maine in this beautiful home. One mile from the downtown shopping district and the L.L. Bean flagship store. This two family home is being rented as a single family home, giving you the benefit of two kitchens and two living rooms. Perfect for families and groups of friends. The two sides are connected via a door similar to adjoining hotel rooms. For winter guests our pond is great for skating and we have a variety of skates available upon request.

The Barnhouse with hot tub

Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

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

In Town Splendor at Castle Rock, Brunswick

Castle Rock is a captivating 3-bedroom, 3-bath family retreat offering waterfront views and convenient in-town living. Immerse yourself in the charm of Brunswick’s scenic surroundings with a 3-mile paved bike path along the Androscoggin river, where eagles soar and sturgeon jump. In a short walk into town, you’ll find all of the restaurants and the activities associated with a college town, with the prestigious Bowdoin College just a mile away.

The Outlet House, Comfortable Cottage

Conveniently and perfectly located! Our cottage is 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, 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 and the beautiful mid-coast coast.

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.

Beautiful Coastal Maine Getaway

Set back among backdrop of tall pines on Maine's coast is our immaculately clean, and very private 4 bedroom, 2 bath home in Yarmouth. Quiet and secluded, and perfectly located between Portland and Freeport, it's an amazing place to decompress with family and friends. Our home comes complete with absolutely everything you need to enjoy your stay!