
Vacation rentals with breakfast in Freeport
Find and book unique accommodations with breakfast on Airbnb
Top-rated accommodations with breakfast in Freeport
Guests agree: these breakfast rentals are highly rated for location, cleanliness, and more.

"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

Spacious private Studio & Experienced SuperHosts!
Move-in ready, furnished & fully equipped apartment near downtown & river in working class, generally quiet pocket neighborhood. Separate entrance, spacious sleeping/living room, lots of windows, DOUBLE bed, couch, AC, TV, cable & WiFi, 3/4 bath. We disinfect spaces with UVC lamp & hospital-grade cleaning products as part of our deep cleaning & disinfection protocols, often closing between guests. Distance check-in. WALK to local fresh market, restaurants, cafes & bars for takeout or eat in.

Dreamy Post&Beam Hideaway Near Portland & Freeport
Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

Crow’s Nest Tiny House at Old Crow Ranch
The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle grazing in the fields.

The Cottage at the McCobb House
Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Spring is here! $99/nite in March! Wow!
It’s been a great winter so far and the snow is still hanging on! Cmon up for a fun winter into spring getaway! Unique guest suite in the midst of wide-open mountain views in farm country. Comfortable airy rooms, full bath & your own living room with games, puzzles, books, cable tv and WiFi. Complimentary coffees, teas and cold drinks. Keurig, microwave and mini fridge at your disposal. Great for couples, families, girls weekends! Come and see what all the buzz is about!

Glorious Converted 1865 Brunswick Barn in Town!
ANNOUNCEMENT: DURING SPRING SEMESTER (Jan-May) 2026 WE WILL GIVE A DRASTICALLY REDUCED "LOW SEASON" PRICE FOR 1 MONTH OR LONGER STAYS. 5 min walk from Bowdoin campus. Reach out and we're happy to work with you! "Brunswick Beata" is located steps from Bowdoin, restaurants, movies, public transportation & the town green. This colorful, unique and spotless gem is an extraordinarily comfortable and inspired place to stay while in Brunswick & surrounding area! Welcome!

Retreat at Sea Cloud Cottage in Historic Wiscasset
Welcome to Sea Cloud Cottage - A Charming Retreat in Wiscasset, Maine Sea Cloud Cottage is a beautiful one-bedroom home, once the guest house to the larger Acorn Cottage next door. Perfectly designed for a couple or small family (with an extra child or adult on the pull-out sofa), this 900-square-foot gem offers an inviting, comfortable space for your getaway. You can also rent it alongside Acorn Cottage for larger parties, accommodating up to 9 guests.

The Retreat at Crystal Lake Farm
This getaway features two spacious bedrooms plus an upstairs bedroom loft, sleeping up to 6 with ease. The large bathroom is accessed by both the master bedroom and living room and features on-site laundry. For guests who love to cook the kitchen is fully equipped and the deck is a perfect place to relax in the summer and enjoy the view. In colder seasons guests are encouraged to cozy up by the wood-burning stove or use the outdoor BARREL SAUNA.

History Steps from the Beach
If you’re looking for more space and amenities than staying in a hotel room, but still want the cleanliness and professionalism you’d expect from one, then you may enjoy staying here. Our spacious 3 room, 1,200 square foot historic (c. 1670) one bedroom apartment for two guests has exposed beams, wide pine floors, full bath, kitchenette, and is just a short walk to Long Sands Beach or a short drive to York Beach, York Harbor, or York Village.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Beautiful large studio on the ocean.
Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests so if you'd like to book please introduce yourselves and let us know who is coming. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.
Popular amenities for Freeport accommodations with breakfast
House rentals with breakfast

Boothbay Cottage Getway

Comfortable beach house across from walkable beach

Lakefront Getaway

Heart of the Lakes Region- Pine River Pond

The Happy Hive

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!

Maine-Coast Reunions & Waterfront. Pets Welcome.

Explore Portland from a 18th-Century Victorian
Apartment rentals with breakfast

Spacious, airy apt., steps from Eastern Promenade

Clarks Cove Farm- Honeymoon Suite

Charming 1 Bedroom Flat in the Heart of Portland

1 Block to Beach • Walk Downtown • Peaceful Escape

8 West, "Ground Floor Apartment"

Southside Suites

Finding Joy

Private Apartment with water views.
Bed and breakfast rentals with breakfast

BeaconLight Guest House - Queen/ Private Bath # 10

Dog friendly quiet room and full bath.

Charming Maine Farmhouse & 1 full breakfast! (Rm2)

~ Brookhirst Farm ~ 3 Bedrooms, 2 Full Baths

Quaint room upstairs with a beautiful view!

Gourmet Living Near Ocean

Island Room with a View

O'Reilly House Capt. Room #1-Entire 3rd floor!
When is the best time to visit Freeport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $277 CAD | $280 CAD | $291 CAD | $342 CAD | $409 CAD | $389 CAD | $401 CAD | $411 CAD | $382 CAD | $420 CAD | $357 CAD | $305 CAD |
| 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 vacation rentals with breakfast included in Freeport

Total vacation rentals
Explore 30 vacation rentals in Freeport

Nightly prices starting at
Freeport vacation rentals start at $124 CAD per night before taxes and fees

Verified guest reviews
Over 260 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Freeport vacation rentals include wifi 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 breakfast Cumberland County
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- King Pine Ski Area
- Gooch's Beach
- East End Beach
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Footbridge Beach
- Palace Playland
- Hills Beach
- Maine Maritime Museum
- Portland Museum of Art
- Bradbury Mountain State Park
- Ogunquit Playhouse




