
Guesthouse holiday rentals in North Shore
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in North Shore
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

Annisquam Village Bunny Cottage
This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

Adorable 1-bedroom carriage house
Kick back and relax in this quaint refurbished carriage house, centrally located in Beverly, Massachusetts. The first floor offers a kitchen space (complete with a toaster oven and mini fridge) and a dining area, as well as a spacious living room set that is perfect for nights in after a day of exploring. If you prefer, the patio also has cozy outdoor seating! Upstairs, you can find a comfortable Queen-sized bed, a private bathroom, and a desk space that's perfect for working from home.

Gingerbread House | Hot Tub | Dog Friendly
Our historic carriage house in Downtown Rockport has everything you need for the perfect getaway, all year long! A two-minute walk to beaches, shops, galleries, parks, and playground. A peaceful family and pet-friendly space with all the amenities you need for a comfortable stay: laundry, full kitchen, queen sized bed with en-suite bathroom and a sun room that converts to an extra sleeping space perfect for kids. A 5 minute walk to the train for day trips to Salem, Gloucester, and Boston!

Accessory Apt on Wooded Property
Forget your worries in this spacious and serene space. Guest House/Over Garage Apartment tucked away on 6 acres. Centrally locataed in the seacoast region of New Hampshire. Close to mountains, beaches, hiking trails, lakes, & more. 15 minutes to Exeter, 30 minutes to North Hampton/Hampton Beach, 35 minutes to Southern Maine and Portsmouth, NH, 40 minutes to Manchester Boston Regional Airport, and 1 hour to Downtown Boston yet still tucked away in your own private retreat in the woods.

Jimmy & Donny's AirBnB
2 level guesthouse! PRIVATE BEDROOM, BATH, LIVING AREA NOTE: BEDROOM/BATHROOM ON SECOND FLOOR UP SPIRAL STAIRCASE. Large porch. Melrose is located 7.5 miles north of Boston, 2 convenient train stops, 20 minutes away, into downtown Boston. A short walk to The Fells Reservation, hiking & kayaking, or visit the Stone Zoo. We have Italian/Seafood/Mexican/Spanish/Mediterranean & Revolutionary Style Tavern restaurants in Melrose. Owners always on property. NO PETS/KIDS OR SMOKING

Plum Cove Cottage with king suite!
A quaint 1900's cottage Plum Cove beach is just 500 ft away! The full gourmet kitchen has granite counters and stainless steel appliances. There is also a spa shower, romantic king bedroom with maple spiral stairs and 3 skylights which provide amazing light throughout. Watch the spectacular sunsets voted one of the best in the world by National Geographic. This is the premier location to begin your exploration of Cape Ann. Beach umbrellas and chairs provided.

Lovely 1 Bedroom Guest House. Downtown Cohasset
Lovely guest house. Newly renovated, nicely furnished & clean. Spacious living room/dining room with fully equipped kitchen. Large 1 bedroom & 2 full baths. Convenient location--walk to downtown, harbor, restaurants, churches and the Common. Train to Boston"s South Station 5 min away. Cohasset is the quintessential New England seaside village located on the South Shore of Massachusetts between Boston and Cape Cod. Host lives next door on property.

Beautiful Apartment Near Town & Beaches
Sunny one bedroom apartment with seasonal views! Fully equipped kitchen, open floor plan, balcony and everything to make your stay pleasant and comfortable. The apartment is on the second floor of a garage. Some noise may come from the garage between 9am and 5pm. We're 1.5 miles from the heart of town and beaches, a 20 minute walk along the ocean. Also about 1.5 miles from the train station. Parking on site, off street is available for 1 car only.

Bates Boutique ☆ Home Away From Home
Stay at a recently renovated Bates Boutique specifically for your enjoyment. Highlights: - Fully redesigned kitchen & dining area - Relax in the living room with a 65" Smart TV (live channels, Netflix, Disney+, Hulu, Apple+, HBO Max, and others included) - Cozy bedrooms with heavenly bedding - 3 workspaces to ensure you can get work and play done - Outdoor patio & grill for fun inside & out

Private guest house on beautiful country road
Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

Unique Loft/ Studio Guesthouse (super convenient)
Unique, double-height loft / studio - with 1 queen bed, and one sleeping/pull-out couch; Super convenient to Lexington town center - 3 min walk to restaurants, Starbucks, all the historical attractions and buses to Alewife (last stop of subway to Boston). Minutes to Rt 2 and Hwy 95 for business travelers to get to other parts of metro Boston

Detached Waterfront Guest House
Fully furnished and equipped rental in MA. This completely renovated detached private studio guesthouse is ideal with peaceful setting and your own private outdoor deck overlooking the pond. Located in the beautiful town of Westford MA. Just 35 to 40 min northwest of Boston and 10 minutes from the NH border. Five minutes to US Route 3.
Popular amenities for North Shore guesthouses
Family-Friendly guesthouses

Adorable one bedroom cottage

The Rose Cottage *Walkable to Downtown Andover*

Cute Beach Cottage

Modern Guest House, in an 1850s building

Lake Front Private Guest House in So. NH

"Oyster River Flat" walk to food truck park & town

Prime City Location: Private Suite-separate entry.

Cozy Cabin with hot tub, walk to beach, rock cove
Guesthouses with a patio

The Fox Den

Private Suite•Gillette Stadium/Boston•BBQ•Parking

Slow Down| Your Boston Getaway

Cozy Private Studio Near Boston & Tuscan

Heron's Nest on North Mill Pond

The Genkan • Scituate's Cozy Harbor Guesthouse

The Pool House

Salem Waterfront Couples Retreat - 1 mi Downtown!
Guest house rentals with a washing machine and dryer

Luxury Guest House on quiet 4 Acre property

Private Harbor Hideaway -walk Scituate to harbor!

Cozy Maynard duplex: 3BR with Wood stove

Luxury Spacious 2BR • King & Queen Beds • 2 Baths

Charles Chateau Guest House w/ King & Queen Beds

Cozy In-Law Apartment

Spacious Suite in a Central Location

Country Cottage in the City
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Boston Holiday rentals
- Québec City Holiday rentals
- Newark Holiday rentals
- Jersey City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Atlantic City Holiday rentals
- Newport Holiday rentals
- Boutique hotels North Shore
- Rentals with a patio North Shore
- Pet-friendly rentals North Shore
- Loft rentals North Shore
- Rentals with lake access North Shore
- House rentals North Shore
- Waterfront rentals North Shore
- Rentals with breakfast North Shore
- Beachfront rentals North Shore
- Fitness-friendly rentals North Shore
- Rentals with beach access North Shore
- Condo rentals North Shore
- Family-friendly rentals North Shore
- Rentals with outdoor seating North Shore
- Rentals with a fire pit North Shore
- Cottage rentals North Shore
- Smoking-friendly rentals North Shore
- Townhouse rentals North Shore
- Bed and breakfasts North Shore
- Hotel rooms North Shore
- Private suite rentals North Shore
- Rentals with pools North Shore
- Apartment rentals North Shore
- Rentals with a washing machine and dryer North Shore
- Rentals with a fireplace North Shore
- Rentals with a hot tub North Shore
- Rentals with an EV charger North Shore
- Rentals with a kayak North Shore
- Guesthouse rentals Massachusetts
- Guesthouse rentals United States
- Fenway Park
- Harvard University
- Hampton Beach
- Ogunquit Beach
- Wells Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- New England Aquarium
- Freedom Trail
- York Harbor Beach
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Short Sands Beach
- Boston College
- North Hampton Beach
- Roxbury Crossing Station
- Things to do North Shore
- Sports activities North Shore
- Sightseeing North Shore
- Food and drink North Shore
- Things to do Massachusetts
- Art and culture Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Entertainment Massachusetts
- Tours Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States





