
Guesthouse vacation rentals in North Shore
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Top-rated guesthouse rentals in North Shore
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

The Rose Cottage *Walkable to Downtown Andover*
Welcome to your private retreat in the heart of Andover! This bright, charming cottage offers: *Prime Location: Walk to downtown shops, cafés & more! *Comfortable Stay: Cozy & clean 1 bdrm in a quiet area. *Outdoor Area: Enjoy outdoor seating surrounded by peaceful woods. *Ideal for Remote Work: Fast WiFi & dedicated workspace. *Full Kitchen: Cook meals & enjoy at a cozy two-person high-top table. *Forgot an essential? Enjoy a selection of toiletries/amenities to ensure your stay is worry-free.
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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
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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.
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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.
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Country Cottage in the City
This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. The cottage is a studio apartment that has a microwave and mini-fridge as well as sitting area and table. It has a lovely view of the pool and gardens. Besides the pool, there are two garden ponds where we keep ornamental fish. Outside the garden fence there is often a parade of various types of birds, bunnies and even wild turkeys and deer.
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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
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Salem/Beverly! Barn by the Harbor! August openings
Just discounted Aug. 18-27! I Perfect for getaways or coastal exploration. A last minute summer getaway! Minutes to Salem, steps to the harbor. Watch the boats while you sip coffee in bed! Enjoy the patio. Walk to downtown, beaches or commuter rail to Salem, Boston & Cape Ann. There is a lot to do on the North Shore and there is more to "sea" than Salem! I can give you great ideas! Fun local events happening everywhere! A few days and weeks open in Sept and October too.
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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.
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Cozy Coastal King Suite | Steps to Beach & Town
Unplug in this private, standalone suite with ocean views in Marblehead. Walk steps to Devereux Beach or ride our complimentary bikes to Old Town’s best cafes, dining, and shops. Minutes from historic Salem! Features a luxury king bed, smart TV, dedicated workspace, full bath, cooler, and beach chairs. Enjoy total privacy, a reserved off-street parking spot, and 24/7 keyless check-in for the ultimate New England escape.
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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.
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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.
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Private Harbor Hideaway -walk Scituate to harbor!
Our Harbor Hideaway is located above the detached garage one block from Scituate's beautiful harbor shops, restaurants, and marina! Come enjoy our many beaches and relax in your private backyard! *Mini splits provide heat and A/C. *Cleanliness is a priority and have it professionally cleaned after each guest.
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Popular amenities for North Shore guesthouse rentals
Family-friendly guest house rentals

Bates Boutique ☆ Home Away From Home
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Cute Beach Cottage
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Lake Front Private Guest House in So. NH
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"Oyster River Flat" walk to food truck park & town
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Old Shoe Inn
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Cozy Guesthouse Near T-Station - Family Friendly
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Spruce Studio (5 Minutes from Downtown) Unit C
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Cozy guesthouse close to downtown Portsmouth & Rye
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Guest house rentals with a patio

Comfortable Countryside In-Law
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Private Suite•Gillette Stadium/Boston•BBQ•Parking
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2BR Convenient to Gillette Stadium and Boston
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Slow Down| Your Boston Getaway
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Cozy Private Studio Near Boston & Tuscan
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Cozy Riverside Cambridge Guesthouse & Parking Pass
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The Genkan • Scituate's Cozy Harbor Guesthouse
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Luxurious Executive Suite
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Guest house rentals with a washer and dryer

Luxury Barn Retreat near Portsmouth
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Cozy Maynard duplex: 3BR with Wood stove
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Enchanted Cottage on 5 Acres
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Spacious Suite in a Central Location
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Spacious& Convenient 1BR unit-20min to Boston
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Marblehead Marina Bungalow-newly remodeled!
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Private Guest House
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Lovely 1 Bedroom Guest House. Downtown Cohasset
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- Fenway Park
- Ogunquit Beach
- Harvard University
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- Wells Beach
- TD Garden
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- Boston Common
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- Northeastern University
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