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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

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.

4.96 out of 5 average rating, 128 reviews
Top guest favourite
The open kitchen features a large island with seating for several guests. A cozy living area is visible, with a comfortable seating arrangement and large windows allowing natural light and ocean views. Warm wood flooring complements the airy atmosphere.
Flat in Rockport

4 Bed Water View w/ Parking

Your family and friends will be close to everything when you stay at this centrally-located home. Steps to the Ocean and walk into historic Bearskin Neck. Enjoy panoramic coastal views from the family room, kitchen and master bedroom. Deck space to enjoy outdoor dining, glass of wine, or a morning cup of coffee. Everything to do in Rockport is a short walk from this downtown home. Restaurants and coffee shops, Art Galleries, shopping and the town beaches are steps away. Parking spots included.

4.99 out of 5 average rating, 175 reviews
Top guest favourite
The exterior of the historic John Brewer house is shown, featuring a red wooden façade with multiple windows and flower boxes. An American flag is displayed prominently, and decorative elements like corn husks and seasonal flowers enhance the welcoming appearance. Sidewalks and roadways are visible in the foreground.
Flat in Ipswich

Charming 2 Bedroom Apartment in Historic Ipswich.

In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

4.98 out of 5 average rating, 192 reviews
Guest favourite
A spacious bedroom features a four-poster bed with soft linens and an inviting throw, complemented by warm yellow walls. Two bedside lamps cast gentle light beside the bed, while a plush ottoman and a patterned area rug provide additional comfort. A fireplace and framed artwork add to the room's charm.
Guest suite in Newbury

Parker River House Two Bedroom

This is a private two bedroom one bathroom second floor suite in the owner occupied Tudor style Parker River House. Minutes from downtown Newburyport, the train to Boston, The Governor’s Academy and many outdoor recreational opportunities, the unit overlooks the Parker River and the Great Marsh. It offers a seasonal sleeping porch, a luxurious marble bathroom, large outside deck with a dining table, in unit laundry, refrigerator, microwave and Keurig. Private entrance and adjacent parking.

4.97 out of 5 average rating, 102 reviews
Guest favourite
Home in Ipswich

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.

5.0 out of 5 average rating, 7 reviews
Guest favourite
An expansive view of the ocean showcases rolling waves under a partially cloudy sky. A deck is visible, outfitted with outdoor seating, surrounded by lush greenery and coastal vegetation, creating a serene outdoor space.
Flat in Gloucester

Amazing Ocean View In-Law Apt.

Step into a breath-taking magical seaside residence with 180-degree ocean views. This private in-law apartment has a sprawling lawn, steps to the ocean, and landscaped gardens. The apartment has one queen size bed with sliding doors opening out to the lawn, a queen pullout couch, granite counter-top complete kitchen including micro and dishwasher, ping-pong table, flat screen TV, home office and bathroom/ shower. The apartment has been thoroughly cleaned and meets all covid-19 standards.

4.86 out of 5 average rating, 138 reviews
Guest favourite
Flat in Ipswich

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!

4.99 out of 5 average rating, 171 reviews
Top guest favourite
A large tree with a broad canopy dominates the lush backyard, surrounded by greenery. The area features a stone border outlining a patch of grass, with glimpses of the landscape beyond, including wooded areas and a play structure in the distance.
Home in Danvers

Large, Comfortable & Conveniently located Home

You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.

4.99 out of 5 average rating, 136 reviews
Top guest favourite
The exterior of the apartment is framed by lush greenery, showcasing a well-maintained lawn. A winding pathway leads to a red door framed by a white porch. Surrounding flowers add color amidst the soft shade of nearby trees, creating a serene atmosphere.
Flat in Beverly

Beverly Farms Apartment “Homeport”

"Homeport" - A nautical themed apartment, nestled in the small coastal village of Beverly Farms. The village has cafes, restaurants, beaches and is nearby “Witch City” Salem MA. Homeport has a private entrance, den, two bedrooms, 1.5 baths, no kitchenette, with essential amenities and guest parking.The local area is famous for beaches, museums, galleries, eateries and many historic attractions. Explore the North Shore or take a commuter train to explore Boston.

4.94 out of 5 average rating, 741 reviews
Top guest favourite
Home in Beverly

Villaggio By The Sea.

Peaceful hillside retreat on the North Shore offering scenic views and relaxing, escape, spectacular living room, fully equipped kitchen and dining area perfect for gathering features for large bedrooms, one king 2 queen 2 twin and three full bathrooms, enjoy patios, outdoors, entertaining, and a quiet deck, ideal for family, vacation, weddings, and special occasions, near beaches, dining, and historic coastal towns .On site property has a lower-level apartment

4.96 out of 5 average rating, 46 reviews
Guest favourite
Home in Ipswich

Hillside Ocean View 2BR with Private Beach Access

Features 🌟 10-min walk to Pavilion Beach with access to private Clark Beach. 🌟 Deck with outdoor dining and ocean views 🌟 BBQ grill (gas and grill equipment included) 🌟 Private workspace 🌟 Beach essentials included (towels, chairs, wagon, and an umbrella) 🌟 Board games 🌟 Corn hole and Spike ball 🌟 Outdoor shower 🌟 Fully equipped kitchen 🌟 Fenced in backyard for dogs and kids to play

4.9 out of 5 average rating, 136 reviews
Top guest favourite
A charming house with a front porch is surrounded by vibrant flower beds, featuring bright orange blooms. The property is situated on a serene lakefront, with trees providing a natural backdrop against a clear blue sky.
Cottage in Essex

Spacious Lakefront Escape w/ 3 Baths + Bonus Bed

Relaxing 2 bedroom/3 bath + an extra bed in separate room off of living room - sleeps 6. The house sits on a lakefront property with a large backyard, grill, 2 new patios, and a private dock with canoe, kayak, lake floaties, life jackets, fishing poles, hammock, and kids climbing structure. You can view a walkthrough of the home at https://youtu[.]be/P1xt5wj5P6E

4.94 out of 5 average rating, 47 reviews

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