Holiday rentals in Hamilton

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.

Location · Family · Accuracy

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!

Location · Value · Amenities

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.

Family · Location · Cleanliness

Fourshe Villa, Ipswich - 12 min to Crane beach!

Come and unwind in this renovated, fully equipped, and beautifully styled home. It is perfect for anyone looking for a comfortable getaway. Enjoy nature walks, historic homes, friendly locals, and endless outdoor activities. Just a 3-minute drive brings you to kayaking spots, scenic trails, wedding venues, and winter snowshoeing. It is 12 minutes away from the Crane Beach and the Crane Estate Castle, Hellenic Center, Turner Hill, Willowdale wedding venues. Large patio and plenty of parking.

Family · Value · Beach

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!

Family · Value · TV

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.

Location · Family · Decor

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.

Family · Value · Hospitality

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Family · Value · Checkout

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.

Location · Value · Solo travel

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!

Location · Family · Long stay

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.

Family · Value · Quiet

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

Location · Value · Beach