
Guesthouse vacation rentals in Scarborough
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Scarborough
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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!

Adorable 2 bedroom cabin only 50ft from Beach no.7
This quaint two-bedroom cottage sleeps up to six people and offers an open kitchen, dining, living room area with cathedral ceiling. There are two roomy bedrooms, one with a queen bed and one with two bunk beds. The bathroom offers his & her sinks, shower and whirlpool tub. Conveniences inc. Smart TV, Wi-Fi, individually controlled heat and air conditioning, fully equipped efficiency kitchenettes, and private baths. Enjoy the privacy of your own seaside cottage close to the beach!

The LOTUS welcomes you, stay a while
The Lotus is your zen home away from home. Enjoy peace and tranquility on your private back deck, the amazing salt water hot tub (exclusively use) new sauna, heated seasonal outdoor shower, deep bathtub (showering is tricky for people taller then 5'5)with bluetooth speaker.Comfortable king size bed with European bedding will let you get some much needed rest. Enjoy walks on our 12 ac property or any of the lakes near by for any kind of year round outdoor experience. Welcome :)

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

Romantic Bungalow w/ Hot Tub & Parking
The Bungalow is a private, luxury, en-suite, small, out-building on the property of the historic Chapman House. The space includes TV, fridge, microwave, and coffeemaker, access to the seasonal pool, and year-round shared hot tub. We are owner-operated. Relax outside on the lawn or the patio, at a picnic table (in season), one of the fire pits, or under the fir tree. Emily's beautiful garden could be in bloom. We now offer a Level 2 EV charging outlet. #AllAreWelcome

Spacious & Convenient 2 Bd/1 bath w/ Free Parking
Our home is close to everything Portland has to offer! We're a 5 minute drive from the airport, about 10 minutes from downtown, and walking distance to Thompson's Point to enjoy concerts, events, and libations. We are in a quiet, family friendly neighborhood with plenty of free parking. Our rental is a spacious 2 bedroom, 1 bath apartment above our garage with a private entrance. **PLEASE NOTE THERE IS NO KITCHEN** City of Portland License #001706

Modern Brunswick Tiny Home near Bowdoin & Downtown
A lofted bed space with additional optional pull out couch fitted with ergonomic foam mattresses. This space has air conditioning as well as heat and amazing natural light. Brand new bathroom with rain shower head! A full kitchen with mini fridge, separate freezer space, oven, stove and coffee/tea supplies. Centrally located in Brunswick, and quiet! Right across from Bowdoin’s Whittier Field, and 10 minute walk to Maine Street.

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.

Private Guesthouse in the Woods
Charming Yarmouth, Maine! This picturesque town offers the perfect blend of small-town charm and modern conveniences. Explore beautiful coastal landscapes, indulge in outdoor activities, and savor the vibrant local culture. This gem boasts spacious interiors, updated kitchen, and a serene backyard. Enjoy proximity to parks, shops, and dining. Don't miss the opportunity to enjoy relaxing in our Yarmouth home!

"Oyster River Flat" new construction, walk to town
Enjoy our cozy guest flat on the same 1-acre property as our 1917 home, but with its own entrance, parking, full kitchen and bath. Walking distance to downtown Durham, the Oyster River, and Great Bay, with many hiking trails a short drive away. Take a walk to the historic Mill Pond Dam or to Tideline Public House (food truck park). This efficient space is for 1-2 people, with one queen bed available.

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 Scarborough guesthouse rentals
Family-friendly guest house rentals

Skylights & Tides King Studio - Kittery/Portsmouth

Mountainview Escape, Western Foothills of Maine.

Cozy Guest Cottage with Water Views

Modern Guest House, in an 1850s building

Warm Sunny Guesthouse

Stone Mountain Guest House- 5 bedrooms- 2 Floors

Unique Guest Suite in Bath ME. Explore midcoast ME

Private Woodland Cottage Near Beaches and Shopping
Guest house rentals with a patio

Dream Catcher at the beach

Cozy Home Base

Modern stay Westbrook Maine

Private apart with luxury view, mins to everything

Riverfront guest house w/ patio

Cozy Sunny 1BR • Quiet • Near Bowdoin• Route 1/295

Discover Minglewood: A Peaceful Couples Getaway

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

Spruce Ledge Boathouse

Harraseeket Estuary Loft Apartment

Falmouth Flats Ocean Escape

Downtown Freeport Barn’acle

Cottage Near the Sea, private with deck

Scarborough Cottage

Escape to Little Moose Point!

Cozy 2BR retreat min toUSM&Sebago
Quick stats about guesthouse rentals in Scarborough

Total vacation rentals
Explore 20 vacation rentals in Scarborough

Nightly prices starting at
Scarborough vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Scarborough vacation rentals include wi-fi 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 Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Jersey City Vacation rentals
- Rentals with pools Scarborough
- Serviced apartment rentals Scarborough
- Rentals with an EV charger Scarborough
- Rentals with a patio Scarborough
- House rentals Scarborough
- Private suite rentals Scarborough
- Rentals with outdoor seating Scarborough
- Rentals with a kayak Scarborough
- Family-friendly rentals Scarborough
- Rentals with breakfast Scarborough
- Pet-friendly rentals Scarborough
- Rentals with a fire pit Scarborough
- Waterfront rentals Scarborough
- Smoking-friendly rentals Scarborough
- Apartment rentals Scarborough
- Cabin rentals Scarborough
- Boutique hotels Scarborough
- Condo rentals Scarborough
- Rentals with a washer and dryer Scarborough
- Rentals with a fireplace Scarborough
- Fitness-friendly rentals Scarborough
- Townhouse rentals Scarborough
- Beach house rentals Scarborough
- Rentals with a hot tub Scarborough
- Beachfront rentals Scarborough
- Cottage rentals Scarborough
- Hotel rooms Scarborough
- Rentals with beach access Scarborough
- Guesthouse rentals Cumberland County
- Guesthouse rentals Maine
- Guesthouse rentals United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- North Hampton Beach
- King Pine Ski Area
- East End Beach
- Pemaquid Point Lighthouse
- Willard Beach
- Short Sands Beach
- Gooch's Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Cape Neddick Beach
- Palace Playland
- Maine Maritime Museum
- Footbridge Beach
- Things to do Scarborough
- Things to do Cumberland County
- Sports activities Cumberland County
- Things to do Maine
- Nature and outdoors Maine
- Sports activities Maine
- Tours Maine
- Food and drink Maine
- Things to do United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Food and drink United States
- Wellness United States
- Sports activities United States
- Nature and outdoors United States






