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Holiday rentals in Hamilton

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Top-rated holiday rentals in Hamilton

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

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Top guest favourite
A sunset over the lake creates a vibrant display of pinks and purples reflected in the calm waters. The surrounding trees frame the scene, enhancing the tranquility of the natural landscape.
Cottage in Essex
4.97 out of 5 average rating, 127 reviews

Lakefront cottage for a fun, relaxing getaway.

Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

Guest favourite
A spacious living area is furnished with a large sectional sofa and two armchairs. Natural light fills the room through expansive sliding glass doors that open to an outdoor seating area. A cozy rug anchors the space, complemented by a wooden coffee table and bookcase lined with books.
Home in Ipswich
4.92 out of 5 average rating, 84 reviews

Ipswich Riverfront Lodge|Sleeps 10|Kayak+Canoe

Enjoy a secluded retreat in nature all while being conveniently close to all the North Shore has to offer at The Ipswich River Lodge. The rustic style combined with modern amenities and multiple gathering spaces makes this the perfect spot for groups and families alike. Just minutes to downtown Ipswich and Crane Beach/Estate it's the perfect landing spot to explore all that Cape Ann has to offer! 10 Min Drive to Crane Beach 30 Min Drive to Salem Experience Ipswich With Us & Learn More Below!

Top guest favourite
A modern suite features a queen bed adorned with a white quilt, accented by decorative pillows in soft tones. A sleek gas fireplace is situated beside a wall-mounted TV. Natural light streams through an adjacent window, illuminating the stylish design of the room.
Guest suite in Beverly
4.97 out of 5 average rating, 582 reviews

The Hideaway | Beach | Theater | Fireplace

The Hideaway is a modern luxury suite located right in the center of it all. You can stroll a 1/2 mile to the beach, cozy up to the fireplace, walk downtown, catch a show at the theater, or discover Boston, Salem (2 miles away), or other quaint seaside towns. Tucked around the corner from downtown Beverly, in a quiet and historic neighborhood. This suite is located in the lower level of our home, and you’ll have your own private entrance, queen bed, fireplace, desk, fridge, and full bathroom.

Top guest favourite
Home in Beverly
5.0 out of 5 average rating, 27 reviews

Stay at Beverly Shops

Welcome to Stay Cape Ann, where exceptional homes meet local hospitality. This property features: ✓ Prime North Beverly location close to shops, dining, and commuter rail ✓ Modern, stylish interiors with a welcoming feel ✓ Chef’s kitchen with stainless steel appliances and spacious counters ✓ Bright living room plus cozy den with piano ✓ Oversized deck, fenced yard, basement laundry, and driveway parking for 2 cars See more photos, video tours, and local recommendations on IG @staycapeann.

Guest favourite
Home in Ipswich
5.0 out of 5 average rating, 6 reviews

Direct Waterfront on Plum Island Sound Sunsets

Create lasting family memories at this unique direct waterfront home on Plum Island Sound in Ipswich’s peaceful Great Neck neighborhood. This 2 bed 2 baths offers stunning water views from nearly every room, ideal for family sunset dinners, open-concept living area with sunroom perfect for game nights or relaxing together. Spot wildlife along the shore or head to nearby Crane Beach one of New England’s most beautiful stretches of white sand with dunes, swimming, and endless family adventures.

Top guest favourite
A spacious loft area is highlighted by vaulted ceilings and numerous windows, allowing natural light to fill the space. A comfortable king-sized bed is paired with bedside lamps. A cozy seating arrangement includes a sofa and an armchair, with a wooden coffee table at the center.
Guest suite in Topsfield
5.0 out of 5 average rating, 86 reviews

private suite w/king bed

Enjoy a comfortable stay in our private and spacious sun-filled loft. Nestled on a scenic hill in a beautiful corner of Topsfield, this cozy studio suite is 30 minutes from Boston; 25 minutes from Salem; less than 20 minutes from local beach towns, Endicott College and Gordon College; and approx. five minutes from the Topsfield Fair Grounds, the Ipswich river, Mass Audubon hiking trails, and wedding venues like Peirce Farm at Witch Hill, The Commons 1854, Willowdale Estate and Moraine Farm.

Top guest favourite
Flat in Gloucester
5.0 out of 5 average rating, 5 reviews

Stunning Ocean-View Retreat, Magnolia Beach

Escape to this luxury coastal retreat home overlooking the Atlantic ocean. Stunning newly renovated 2-bedroom, 2-bathroom apartment, offers 1,500 sq feet of bright and sunny living space. Free off street parking for two cars included. Bedrooms both have king size beds. Fully equipped kitchen with high-end appliances. Cable TV & WiFi included. Washer and dryer in unit. Located near Magnolia beach, Coolidge Reservation, Hammond Castle, Stage Fort Park. Beauport Hotel, downtown Gloucester.

Top guest favourite
An open-concept studio showcases high ceilings featuring wooden beams and skylights that allow natural light to fill the space. A cozy seating area with two white chairs faces a large screen. A sleek kitchen bar with tall chairs is also visible in this inviting environment.
Place to stay in Beverly
5.0 out of 5 average rating, 43 reviews

Modern Studio Beverly – Private & Peaceful Retreat

Welcome to your quiet getaway in the heart of Beverly, MA. This stylish, modern minimalist studio is perfect for solo travelers or couples seeking comfort, convenience, and a touch of calm. With a private entrance, full bathroom, and space designed to inspire focus or relaxation, it’s ideal for both short stays and work-from-anywhere escapes. 🚫 Please Note: NO smoking - NO pets Book your stay and enjoy a peaceful home base close to beaches, coffee shops, art, and adventure!

Top guest favourite
The living area is illuminated by natural light through the glass doors, showcasing a leather couch and a wooden coffee table. A chair and a modest decorative plant enhance the space, while sheer curtains softly diffuse the sunlight.
Flat in Essex
5.0 out of 5 average rating, 82 reviews

R. Hill Tree Top Studio!

Minutes from the coast along a wooded road, this property greets you with nature and art. With a tree top view filtering amazing sunsets you feel away from it all. This property is a place to create. Home of a metal sculptor, art is woven into a lifestyle of art and nature. The nearby studio is an amazing place that welcomes visitors. Wake to the wonderful trees and landscape this property has, while staying in our newly renovated, thoughtfully designed & styled space.

Top guest favourite
The exterior of a multi-level home displays a light-colored façade with multiple windows and decorative shutters. A front porch features a welcoming entry door, framed by holiday decorations. A mailbox stands on a well-maintained lawn, and the surrounding area includes paved access.
Flat in Essex
4.96 out of 5 average rating, 75 reviews

Comfy and Cozy Apartment

Relax with the whole family at this peaceful place to stay. A great spot to unwind and experience Cape Ann. You will enjoy the apartment all to yourself. Entrance to the apartment is same level as parking so no stairs. The apartment is located in the basement of our primary residence. The space is located 45 min from Boston and 5 min drive to the commuter rail with access to Boston and Rockport. Additionally, we are a short drive to Gordon and Endicott College.

Top guest favourite
Flat in Ipswich
4.99 out of 5 average rating, 168 reviews

Unit 2~Garden Getaway Close to Beach & Downtown

Holly House 2 is our 2nd floor Victorian vacation rental within close proximity to downtown, beaches, train, hiking, kayaking, biking, restaurants & shopping! Enjoy a stylish experience in this lovely home away from home with dedicated work space, comfy bedrooms/living room, in unit laundry & well stocked kitchen. A great retreat for couples, families, remote working/learning, nature enthusiasts, beach lovers, corporate stays, girl's weekends, holidays stays & more!

Top guest favourite
A garden path winds through a colorful array of blooming flowers, including pink peonies and purple alliums. Green shrubs and neatly trimmed plants line the gravel walkway, which leads towards a decorative archway amidst a backdrop of lush trees.
Cottage in Essex
4.95 out of 5 average rating, 306 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

Popular amenities for Hamilton holiday rentals