
Holiday rentals in Hamilton
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Top-rated holiday rentals in Hamilton
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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.
FamilyLocationAir conditioning
4.96 out of 5 average rating, 128 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!
LocationValueComfort
4.92 out of 5 average rating, 87 reviews
Victorian Near Beaches, 2nd Floor of 2 Family Home
Great location for visiting Boston and the Northshore of MA. Close to Endicott & Gordon Colleges. Very safe residential neighborhood, only a short walk to 3 beaches, seaside park, quick market, steps to coffee shop. 4 miles from downtown Salem, MA, USA. Close to commuter rail inbound to Boston or out to Rockport/Gloucester. Sleeps 4, 2 bedrooms, 1 1/2 baths, fully equipped kitchen, dining rm, living rm, attic loft with platform bed, W/D, front porch for relaxing with private entrance & parking.
LocationValueKitchen
4.97 out of 5 average rating, 396 reviews
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.
LocationFamilyNearby
4.99 out of 5 average rating, 175 reviews
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!
FamilyValueIndoor spaces
4.98 out of 5 average rating, 193 reviews
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.
FamilyValueNearby
4.97 out of 5 average rating, 102 reviews
Cape Ann Gem close to Salem and beaches
Large beautifully restored and renovated 1888 colonial home with deep historical roots in Essex, on beautiful Cape Ann. This all 1 level completely renovated space offers 3 bedrooms, (with possible use of a 4th) full bathroom & loaded kitchen, original hardwood floors & details throughout. You'll be comfortable and at home able to enjoy all that beautiful Cape Ann has to offer - 15 minutes of SALEM. Conveniently location on the North Shore, easy access to SALEM, and IPSWICH for sure. WELCOME!
LocationValueComfort
4.96 out of 5 average rating, 91 reviews
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.
ValueFamilyQuiet
4.86 out of 5 average rating, 138 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!
FamilyValueHiking
4.99 out of 5 average rating, 171 reviews
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.
FamilyLocationTV
4.99 out of 5 average rating, 136 reviews
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.
ValueFamilyAccess
4.94 out of 5 average rating, 741 reviews
Great Space to be Together and Spread out
Cozy and roomy 7-room apartment with a well-stocked kitchen and single bathroom—perfect for families. Centrally located with easy access to the North Shore. Short drives to Gordon College and Seminary, and Endicott College. Enjoy Crane Beach, a local favorite—just minutes away! Beach chairs and mats are provided so you can travel light and relax in the sun. The apartment is on the second floor; stairs required.
ValueLocationBathroom
4.89 out of 5 average rating, 18 reviewsPopular amenities for Hamilton holiday rentals
Other great holiday rentals in Hamilton

Direct Waterfront on Plum Island Sound Sunsets
LocationFamilyView
5.0 out of 5 average rating, 7 reviews
Villaggio By The Sea.
FamilyLocationLong stay
4.96 out of 5 average rating, 46 reviews
Fourshe Villa, Ipswich - 12 min to Crane beach!
FamilyLocationOutdoor spaces
4.94 out of 5 average rating, 71 reviews
private suite w/king bed
LocationValueLayout
5.0 out of 5 average rating, 90 reviews
Luxury Salem 2BR Apartment | Pool • Gym • Parking
LocationValueCheckout
4.91 out of 5 average rating, 34 reviews
Blue Magnolia
FamilyLocationBathroom
4.99 out of 5 average rating, 89 reviews
Northridge View
ValueLocationParking
4.92 out of 5 average rating, 75 reviews
R. Hill Tree Top Studio!
LocationFamilySolo travel
5.0 out of 5 average rating, 84 reviewsDestinations to explore
- Fenway Park
- Ogunquit Beach
- Hampton Beach
- Harvard University
- Wells Beach
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Long Sands Beach
- Freedom Trail
- Short Sands Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- York Harbor Beach
- Duxbury Beach
- North Hampton Beach
- MIT Museum
- Cape Neddick Beach





