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Vacation rentals in Hamilton

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Top-rated vacation rentals in Hamilton

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

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Top guest favorite
French doors open into a cozy living area where a sectional sofa is visible. A small green table with a bouquet of flowers sits in front, while sunlight illuminates the space. Outside, garden views reveal lounge chairs and vibrant flowers.
Guesthouse in Annisquam
4.96 out of 5 average rating, 296 reviews

Annisquam Village Bunny Cottage

This beautiful Annisquam Village cottage was renovated to the highest level of quality by two artist's. Located just 5 minutes from Lighthouse Beach, Cambridge Beach and Talise Restaurant. Bunny Cottage has beautiful gardens, is surrounded by water on 3 sides, and has peek-a-boo views of Wingaersheek Beach from the bedroom window. The house is charming, with top notch amenities, like, heated floors, air conditioning (indoor/outdoor living). Mass Dept. of Revenue Certificate Number: #C0022781070

Top guest favorite
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, 119 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.

Top guest favorite
The living area features a dark blue sofa facing a mounted flat-screen TV. A wooden coffee table is positioned in front, surrounded by natural light from nearby windows. The white walls and sleek countertops contribute to a modern, open space. A minisplit unit is visible for climate control.
Home in Lakeside Marblehead
5 out of 5 average rating, 152 reviews

Seaside Cottage

Here you are down the street from some of Marblehead's hidden gems such as Redds Pond, Browns Island & Old Burial Hill Cemetery. One car parking. 5 minute walk to the beach, shops & restaurants. Fully fenced in yard with turf grass. One bedroom with a low profile queen sized bed. In unit washer/dryer. Full bath with tub. Newly renovated kitchen with major appliances: stove, oven, dishwasher, fridge, Nespresso maker & microwave. Sheets & bath linens provided. Minisplit A/C. Home is all one level.

Top guest favorite
A spacious living area is highlighted by framed windows that provide ample natural light and offer views of the sky. A modern couch and an antique roll-top desk are present, accompanied by a cozy armchair. A decorative star design in the area rug adds a unique touch.
Condo in Peabody
4.94 out of 5 average rating, 108 reviews

Peabody Penthouse Top of the World Sunset View

Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

Guest favorite
The spacious room features a king-sized bed with soft bedding and decorative pillows. Natural wood accents support a pitched ceiling, while a chandelier provides ambient lighting. A cozy gas fireplace and a flat-screen TV are visible. Large windows allow natural light and views of the surroundings.
Farm stay in North Andover
4.95 out of 5 average rating, 286 reviews

Winery Studio w/ Private Hot Tub & Wine Tasting

Private Hot Tub, Vineyard Guesthouse at Winery. This former art studio is a true getaway to relax & feel at peace. Filled with natural light, it sits beside one of our historic 1800s barns on the winery property with vineyard views. Perfect for a romantic retreat or the traveling professional seeking a peaceful home away from home. Located in an affluent neighborhood minutes from shopping & restaurants. Your stay includes a complimentary wine tasting and 10% off all wine bottle purchases

Guest favorite
A cozy living room is showcased with light green walls and wide pine floors. A comfortable sofa and armchair with patterned cushions surround a wooden coffee table, accented with a decorative item. Natural light enters through a partially sheer window, enhancing the inviting space.
Guest suite in Lakeside Marblehead
4.92 out of 5 average rating, 244 reviews

Antique Garden Cottage

Ours is a cozy, 2 bedroom & living room suite in an antique garden cottage with private bath and entrance and on site parking. It is attached to our home but is a separate private space with no shared living areas and its own patio English Garden. It is situated on 2 floors (bathroom upstairs). It is a short walk to beaches, shops, restaurants & historic sites. The suite has a small breakfast table, microwave, minifrig, Keurig, electric kettle & toaster, but not a full kitchen.

Top guest favorite
A cozy bedroom features a spacious bed adorned with white linens and decorative pillows. Soft yellow walls provide warmth, while a colorful painting hangs above the bed. Nightstands on either side hold lamps, enhancing the functional and inviting space.
Apartment in Salem
4.98 out of 5 average rating, 370 reviews

Historic Salem Willows With Water View

A stay in our cozy retreat here in Salem Willows will make you feel as though you've stepped back into a simpler more peaceful time. Juniper Beach is steps away across the street where beautiful sunrises can be viewed! The Willows Park is just at the end of the street where you can stroll, take in the ocean breezes and watch amazing sunsets! We are only 2 miles outside of Salem's downtown, close enough to walk, just far enough away for some peace and quiet. Come visit!

Top guest favorite
A bright bedroom is equipped with a spacious bed adorned with soft linens and neutral throws. Two windows with patterned curtains allow natural light to fill the room, while decorative wall art enhances the atmosphere. A bedside table with a lamp complements the warm wooden flooring.
Apartment in Ipswich
4.99 out of 5 average rating, 151 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 favorite
The main entrance features a large, ornate door with intricate glass designs that allow natural light to brighten the foyer. An American flag is displayed beside the door, and a small planter with white flowers sits at the base of the steps.
Apartment in Salem
4.97 out of 5 average rating, 130 reviews

The 1870 Langmaid House Suite

Welcome to the ”1870 Langmaid House”! We welcome you to consider this well-appointed suite within a stunning Victorian on historic Lafayette Street. Our guests love the central location. It's a short (1.2 mile) trip to down town Salem's restaurants and bars, yet far enough away to be quiet and peaceful...the perfect combination. The City of Salem offers a sponsored transport service, "Skipper" for trips inside the city limits for $2.

Top guest favorite
A sprawling house is seen from a gravel driveway, surrounded by a lush green lawn. Stone borders define the property, while tall trees and a clear blue sky enhance the spacious atmosphere. The architectural style includes varied roofing and a combination of cozy outdoor areas.
Home in Rowley
4.97 out of 5 average rating, 125 reviews

Breathtaking Farm House in Rowley!

14 Room House on Horse Farm Property. Amazing views and relaxing setting. Near Boston, Kittery, Salem, Crane Estate, Topsfield, Portsmouth, Essex, and the North Shore beaches. Golf course right across the street. Enjoy a day, week or weekend away, with horses to pet and space to enjoy. We are also located less than 5 minutes from two Rowley Wedding sites: Briar Barn Inn and Barn at Bradstreet Farm.

Superhost
The cottage features a Cape-style exterior with white siding and dark shutters. A red front door draws the eye, while the landscaped area includes shrubs and small trees. Natural light highlights the windows, and a brick pathway leads to the entrance.
Home in Kittery
4.8 out of 5 average rating, 193 reviews

Charming Private New England Cape

Quintessential New England Cape-style cottage nestled in the woods of Kittery Maine with fabulous water views of Spinney Creek. Conveniently located to major highways Rte 95, Rte 101, and Rte 93. Minutes away from Kittery Foreside, as well as the Kittery Outlet Malls and the Kittery Trading Post. A quick trip over the bridge, brings you to the historic seaport town of Portsmouth NH.

Top guest favorite
Guest suite in Downtown Salem
4.95 out of 5 average rating, 412 reviews

Private Suite in Antique Home

Stay in the heart of Salem with this rare historic suite, fully immersed in the energy of downtown yet set on a quiet street. Located within one of only a couple homes that sit directly in downtown Salem. •Enjoy a private entrance, •Luxurious Private Bathroom w/Jacuzzi Tub •Spacious Bedroom w/Decorative Fireplace • Sitting/TV room •Washer/dryer.

Popular amenities for Hamilton vacation rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Essex County
  5. Hamilton