Guesthouse vacation rentals in North Shore

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in North Shore

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Durham

4.99 out of 5 average rating, 123 reviews

"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/bath/laundry. 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 the Inn for drinks. Two smart tv's are available, wi-fi, and a small desk area. This efficient space is for 1-2 people. A small scale pull-out couch can sleep the 2nd, average-size person if desired.

Dec 13 – 20

R2,718 ZAR per night

Guest favorite

Guesthouse in Beverly

4.98 out of 5 average rating, 113 reviews

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.

Jan 1 – 8

R3,421 ZAR per night

Superhost

Guesthouse in Manchester

4.87 out of 5 average rating, 222 reviews

Spruce Studio (5 Minutes from Downtown & Elm St.)

Centrally located to many destinations, we hope this studio provides a cozy retreat from the hustle of the day; be it work, travel, adventuring, or taking in the sites of Manchester. With a full, bathroom, kitchenette, and a queen-size bed this space offers lots for the solo traveler, couple, or small family. We provide a smart TV for relaxing and a desk for more serious matters. We hope your stay in Manchester exceeds your imagination and that Spruce Studio surpasses all expectations.

Jul 18 – 25

R1,740 ZAR per night

Guest favorite

Guesthouse in North Andover

4.97 out of 5 average rating, 187 reviews

Spacious Studio Guesthouse at Winery w/ Tasting

*A North Shore Favorite!* This former art studio is breathtakingly beautiful and is a true getaway to relax and feel at peace. It has great lighting and is located directly off of one of our historic barns. The space is perfect for a romantic retreat or the traveling professional looking for a place to call their home away from home. Located in an affluent neighborhood, minutes away from shopping and restaurants. Booking includes a wine tasting and 10% off all wine purchases!

Sep 16 – 23

R7,862 ZAR per night

Guest favorite

Guesthouse in Cohasset

4.98 out of 5 average rating, 106 reviews

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.

Oct 9 – 16

R3,735 ZAR per night

Superhost

Guesthouse in Shrewsbury

4.71 out of 5 average rating, 196 reviews

A Comfy Hilltop Home

Nice and comfy home with spectacular views and sunset! This house overlooks the rolling Worcester hills for miles and miles. Convenient location, quiet neighborhood, big backyard, expansive deck, and nearby scenic hiking trails. The house has 2 bedrooms, 1 kitchen, 1 full bathroom, washer & dryer, big deck, and lots of parking space. Beautiful and comfortable, with everything you'd need for cooking and relaxing.

Nov 14 – 21

R2,083 ZAR per night

Guest favorite

Guesthouse in Gloucester

4.94 out of 5 average rating, 143 reviews

Jestina's Cottage - Next to Rocky Neck

Jestina's Cottage is walking distance to the Rocky Neck Art Colony, Gloucester Stage, restaurants, Niles Beach and a short bike ride to Good Harbor Beach. You’ll love the cottage because of the ambience and the location; you feel like you are lost in the woods of Maine but you are close to everything. The cottage is great for couples, solo adventurers, business travelers, and pet-friendly.

Oct 3 – 10

R3,013 ZAR per night

Superhost

Guesthouse in York

4.87 out of 5 average rating, 211 reviews

Private Cozy Cabin walk to beach and a rock cove

Guest cabin in a private setting down a private road with short walk to Cape Neddick Beach and a secluded pebble beach. Guests have exclusive use of the firepit, outdoor sitting area and hot tub. The cozy and rustic post and beam cabin has two levels with a ladder to the loft level. Private and romantic for a couple, fun for a couple and one or two kids or just two adults.

Dec 26 – Jan 2

R3,427 ZAR per night

Guest favorite

Guesthouse in Framingham

4.98 out of 5 average rating, 203 reviews

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.

Jan 11 – 18

R2,106 ZAR per night

Guest favorite

Guesthouse in Marblehead

4.91 out of 5 average rating, 197 reviews

Devereux Beach Suite steps from beach

Enjoy beautiful views from second floor detached guest house with king bed and private entrance. Spend a day at Devereux Beach or stand up paddle board through the harbor, it's only steps away! We are a short walk to downtown shops, restaurants and bars. We have beach chairs, two bikes and a cooler for our guests.

May 31 – Jun 7

R3,783 ZAR per night

Guest favorite

Guesthouse in Kittery

5.0 out of 5 average rating, 273 reviews

Kittery Cottage - Newly built 2020

Kittery Cottage is a private, newly built property located 1.5 miles from the charming city of Portsmouth and minutes from many of the seacoast beaches. With a ten minute walk to Kittery Foreside you have access to many restaurants and shops. The Kittery outlets are less than 2 miles away.

Oct 22 – 29

R6,305 ZAR per night

Guest favorite

Guesthouse in Scituate

4.97 out of 5 average rating, 209 reviews

Scituate “Pura Vida" Suite

Brand new cozy apartment just one block from Scituate Harbor. Beautiful floors, bright space & lighting. Walking distance to all coffee shops, restaurants, bars, stores, supermarket, main beaches. Check out our vacation villa in Costa Rica https://www.airbnb.com/h/villaocaso

Jan 5 – 12

R3,119 ZAR per night