
Guest house holiday rentals in Scarborough
Find and book unique guest house rentals on Airbnb
Top-rated guest house rentals in Scarborough
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

Cozy Sunny 1BR • Quiet • Decks• Bowdoin • Midcoast
Bright, comfortable 1-bedroom apartment in a quiet Brunswick neighborhood — perfect for relaxing spring, summer, and fall visits. Just one mile from Bowdoin College with quick access to Route 1 and I-295, this bright and private space offers the perfect balance of peaceful surroundings and convenient location. Surrounded by trees and fresh Maine air, the apartment feels tucked away while remaining minutes from downtown Brunswick, Freeport outlets, coastal walks, and seasonal outdoor activities.

Cozy & Convenient Cumberland Guest Cottage
Make yourself at home in this quaint, private guest cottage, perfectly nestled halfway between Portland and Freeport. This detached guest cottage makes a perfect overnight spot as you make your way up the coast, or a home base as you explore Portland, Freeport and the whole breathtaking Casco Bay area. With a kitchenette, bedroom and living area, the cottage is ideal for solo travelers, couples, or a pair of friends looking for a comfortable home base while they explore southern Maine.

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Cozy Maine Barn Hideaway- 2nd Floor Guesthouse
Welcome to our spacious 1000 sq. ft. Maine barn guesthouse! This bright and comfortable retreat is the perfect base for exploring all that Maine has to offer. Enjoy the fully-appointed kitchen, equipped with everything you need. The quiet bedrooms feature memory foam beds for a restful sleep, and the bathroom boasts a spacious shower. Please note that we have a no-pet policy due to allergies. Book your stay today and experience the best of Maine! Registration #: STRR-2021-24

Modern stay Westbrook Maine
Welcome to our modern 1-bedroom basement retreat, nestled in the charming town of Westbrook, just a short 3-minute drive from the Portland, Maine. With its stylish design and upscale amenities, this Airbnb offers the perfect blend of comfort and convenience for your stay in the area. The bedroom features a Queen-size bed, a queen-size pull-out sofa in the living area, accommodating additional guests comfortably in the spacious living area. There’s a $200 pet fee per pet.

Private apart with luxury view, mins to everything
Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

Mountain Treehouse Guesthouse
Spacious second story post and beam room adorned with king bed, full kitchen, bath, living area, and laundry. The guest house is located on 40 acres of wilderness with mountain views, and walking trails on the property. Just two miles from Stone Mountain Arts Center, 15 minutes from Fryeburg village, and only 25 minutes to neighboring North Conway, NH. A great retreat for all seasons. TV, High-Speed Internet, AC, Heat, Ceiling Fans, New Construction.

Cottage on Black Brook Preserve
This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

Harraseeket Estuary Loft Apartment
Peaceful second-floor apartment in a charming barn building in Freeport, Maine. This private 1-bedroom space includes a cozy living room, full kitchen, and bathroom with shower stall. Surrounded by nature near the Harraseeket River, it’s the perfect relaxing getaway. Located just 10 minutes from downtown Freeport and about 1 mile from Wolfe’s Neck State Park, with easy access to hiking, shopping and dining.

Waterfront Sunrise Cove Cottage
Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! This is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Owners live on property with small dog.

Cottage Under a Crabapple Tree
Steps from extensive nature trails and wildflower meadows, this quaint studio cottage is nestled conveniently between the restaurants and breweries of Portland, the outlet shopping of Freeport, and miles and miles of rocky coastline. Perfect for a quiet Maine getaway, lodging near Cumberland fairgrounds and other local attractions, or a visit to family and friends in the area.

Tiny Cottage Hideaway, close to everything
A studio built in 1920 turned one-bedroom Guest Cottage, full of charm, on Peaks Island. Within 5 minutes walking distance to the ferry, restaurants, beaches and "Down Front" shops. Perfect for 1-2 people and possibly a third. The 500 square foot Cottage is an off-the-beaten-path Maine experience. Peaks Island is an 18 min ferry ride from Portland.
Popular amenities for guest house rentals in Scarborough
Family-friendly guest house rentals

55+ Seniors Only -Pet Friendly -Safe -Clean Unit

Luxury Guest House on quiet 4 Acre property

Peaceful Springtime Retreat: Private Horse Farm

Guest house, dead end Prouts Neck, Scarborough

The Tree Haus in York Heights

Private Guesthouse in the Woods

Stone Mountain Guest House- 5 bedrooms- 2 Floors

Retreat In The Orchards
Guest house rentals with a patio

Springer Park! adorable guesthouse very stylish!.

Dream Catcher at the beach

North Coast Retreat | New Near Portland & Beaches

Mountainview Escape, Western Foothills of Maine.

Cozy Home Base

Riverfront guest house w/ patio

Heron's Nest on North Mill Pond

Bourne Cottage in Dock Square
Guest house rentals with a washing machine and dryer

Raymond Sebago Cabin | Private EV+ Fire Pit

Spruce Ledge Boathouse

Beachfront Guest House steps to the sand !

The Retreat

Close Enough - Beach Cottage

Downtown Freeport Barn’acle

Cottage Near the Sea, private with deck

Private Hilltop View
Quick stats about guest house rentals in Scarborough

Total holiday rentals
Explore 20 holiday rentals in Scarborough

Nightly prices starting at
Scarborough holiday rentals start at £67 per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Wifi availability
20 of Scarborough holiday rentals include wifi access

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

4.9 Average rating
Scarborough stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Rentals with a washing machine and dryer Scarborough
- Family-friendly rentals Scarborough
- Rentals with beach access Scarborough
- House rentals Scarborough
- Beachfront rentals Scarborough
- Cottage rentals Scarborough
- Cabin rentals Scarborough
- Apartment rentals Scarborough
- Rentals with a hot tub Scarborough
- Pet-friendly rentals Scarborough
- Boutique hotels Scarborough
- Hotel rooms Scarborough
- Rentals with an EV charger Scarborough
- Smoking-friendly rentals Scarborough
- Serviced apartment rentals Scarborough
- Townhouse rentals Scarborough
- Rentals with a fireplace Scarborough
- Fitness-friendly rentals Scarborough
- Rentals with a firepit Scarborough
- Rentals with outdoor seating Scarborough
- Private suite rentals Scarborough
- Rentals with a kayak Scarborough
- Rentals with a patio Scarborough
- Flat rentals Scarborough
- Rentals with breakfast Scarborough
- Rentals with pools Scarborough
- Beach house rentals Scarborough
- Rentals with a sauna Scarborough
- Waterfront rentals Scarborough
- Guest house rentals Cumberland County
- Guest house rentals Maine
- Guest house rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Scarborough Beach
- Willard Beach
- North Hampton Beach
- Pemaquid Beach
- Short Sands Beach
- Popham Beach State Park
- East End Beach
- Pemaquid Point Lighthouse
- Cape Neddick Beach
- Gooch's Beach
- King Pine Ski Area
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Funtown Splashtown USA
- Pleasant Mountain Ski Area
- Hills Beach
- Things to do Scarborough
- Things to do Cumberland County
- Tours Cumberland County
- Sightseeing Cumberland County
- Sports activities Cumberland County
- Nature and outdoors Cumberland County
- Art and culture Cumberland County
- Food and drink Cumberland County
- Things to do Maine
- Tours Maine
- Sightseeing Maine
- Sports activities Maine
- Food and drink Maine
- Nature and outdoors Maine
- Art and culture Maine
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States







