Holiday rentals in Chebacco Lake

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Top-rated holiday rentals in Chebacco Lake

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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.

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
4.99 out of 5 average rating, 172 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.

Top guest favourite
A spacious outdoor area features a heated pool surrounded by a paved patio. White lounge chairs and a dining table are positioned nearby, offering ample seating. A large umbrella provides shade, while a well-maintained lawn and wooden fence create a private retreat.
Home in Essex
5.0 out of 5 average rating, 25 reviews

Heated Pool Firepit Huge Screen Porch King bed

Beautifully renovated New England home with classic charm and modern comfort. Enjoy spacious living room, family room with gas fireplace, and bedrooms with vaulted ceilings. Full kitchen, heated pool (seasonal), large screened porch, outside dining, fire pit, gas grill, and outdoor seating. Heat/AC for year-round comfort. Peaceful setting amid woodlands. Prime location: 15 minutes to Wingaersheek Beach or Crane Beach, 1.5 miles to Conomo Point. We love calling this home, and hope you will too!

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
4.86 out of 5 average rating, 138 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.

Top guest favourite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Apartment in Salem
4.96 out of 5 average rating, 119 reviews

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!

Superhost
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.

Guest favourite
A dining area is visible, featuring a wooden table surrounded by six chairs, with sunlight streaming in through large windows. A sign reading 'TO THE BEACH' adds a coastal touch, while ocean views overlook the inviting blue waters beyond.
Apartment in Plum Island
4.94 out of 5 average rating, 70 reviews

Plum Island Beachhead: Beachfront & Views!

Proud to be a Guest Favorite! Experience Plum Island while living on the BEACH. Walk right into the water from your back patio. Soak up the sun and explore everything this beautiful island has to offer from our cozy beachside home, just under an hour from Boston. Enjoy miles of oceanfront to walk, run, and relax, with Plum Island’s charming restaurants, bars, and shops just minutes away. Perfect for families, friends, or special occasions! Come make unforgettable memories by the sea.

Top guest favourite
A serene winter landscape stretches across the view, showcasing a vibrant sunset reflected over a tranquil water surface. Snow covers the ground, while a shoreline with rocky formations is visible, framed by bare trees against the colorful sky.
Place to stay in Salem
4.96 out of 5 average rating, 283 reviews

Seadrift Inn - 2 bedroom 2nd floor apt by the sea!

We are at Salem Willows - family-friendly activities, the ferry, trolley, train, downtown, and nightlife are all close by. Seadrift is perfect for couples traveling together as it has two bedrooms, both with King beds, a large living room, and bathroom. You have a private entrance and it is located on the second floor. You can walk to four beaches within minutes, one is right outside your door. Salem has many historic landmarks and wonderful restaurants very close by. Come visit!!

Top guest favourite
The living room is defined by vibrant purple walls and rich hardwood flooring. A large light blue sofa is accompanied by a red armchair and a central round table draped in a deep purple cloth. Colorful textiles and decorative accents add charm to the space.
Flat in Salem
4.96 out of 5 average rating, 424 reviews

The Creaky Cauldron-Wizards and Witches Welcome!

Welcome to The Creaky Cauldron, an enchanting escape inspired by the world of witches and wizards located in the heart of Salem! We have put a lot of love into creating a special and unique experience for visitors to the Witch City who love magic and Salem as much as we do. Each room has been carefully themed after a magical house or subject to give our guests an immersive experience. Each of our 7 rooms is inspired by each of the 7 books in our favorite magical fantasy series.

Top guest favourite
Flat in Rockport
4.99 out of 5 average rating, 88 reviews

Oceanfront Retreat w/ Deck & Parking

• Private deck with ocean view • Parking • Steps to Front Beach • Walk to Bearskin Neck • Pet friendly • 15-minute walk to commuter rail • Contemporary art gallery on site Beautifully renovated, light-filled top-floor apartment on the water in historic downtown Rockport. Enjoy a private ocean-view deck, one dedicated parking space, and seasonal private access to Front Beach. One of three guest apartments at The Pearl, located just behind Thalassa, our contemporary art gallery.

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.

Popular amenities for Chebacco Lake holiday rentals

Frequently Asked Questions

  • Where is Chebacco Lake located?

    Chebacco Lake is situated in both Essex and Hamilton in northeastern Massachusetts. The lake is surrounded by forested landscapes, quiet neighborhoods, and spaces for outdoor activities.

  • When is the best time to visit Chebacco Lake?

    Late spring through summer is often popular for enjoying Chebacco Lake’s warmer weather, around 60–82°F (15–28°C), with lush scenery and opportunities for boating and swimming. Autumn is frequently suggested for peaceful views and colorful foliage.

  • What are some things to do near Chebacco Lake?

    Chebacco Lake has opportunities for kayaking, canoeing, and fishing. Trails nearby invite hiking and birdwatching, and those interested in local heritage can explore small museums and markets around Essex and Hamilton.

  • How is the weather near Chebacco Lake?

    Winters around Chebacco Lake are cold, with temperatures between 23–39°F (-5–4°C) and considerable precipitation. Summers are usually mild and warm, reaching 65–82°F (18–28°C), making outdoor activities especially inviting.