Vacation rentals in Essex

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Top-rated vacation rentals in Essex

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Guest favourite

Cottage in Essex

4.96 out of 5 average rating, 103 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

Guest suite in Beverly

5 out of 5 average rating, 117 reviews

Peaceful, 1888 Mediterranean Manor by the Beach

Architectural charm in this newly renovated, eco-friendly guest suite, could be a destination in itself with a granite kitchen, open living/dining, large yard, patio, private outdoor fireplace and fountain, and brick courtyard. A block away are beaches, lighthouse, playgrounds and a seaside park. Beverly has historic theatres, top-notch dining, cafes and microbrews. Boston is conveniently 30 mins away; other attractions like museums, castles, trails, water sports and whale watching are nearby.

Top guest favourite

Home in Ipswich

4.98 out of 5 average rating, 199 reviews

Stagehill Beach House

Spectacular water views from every room! 5 min walk to the beach and Pirate Park playground. Well stocked spacious kitchen, two family rooms, 4 BRs , dining room, deck and screened-in sun porch. Happily welcomes families, wedding guests and friends to enjoy my informal, livable, light infused beach house. Located on Great Neck in historic Ipswich, 4 miles to the charming downtown and a 15 minute drive to Crane Beach. Relax and enjoy! Ping pong table, corn hole, campfire! 2 driveways!

Guest favourite

Apartment in Magnolia

4.86 out of 5 average rating, 122 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.

Guest favourite

Guesthouse in Hamilton

4.88 out of 5 average rating, 209 reviews

Lake View New England Cottage in Hamilton, MA

The Cottage is in rural Hamilton on the North Shore, just 40 mins from Boston. The property is set in grounds beside Lake Chebacco, with lovely waterfront views of the lake. The Cottage is a tranquil retreat, just a few minutes drive away from Cranes Beach, Ipswich, Cape Ann and many beaches and walking trails. Both Gordon College and Gordon Conwell are under 10 minutes drive away. Popular Salem is just 20 minutes drive away. Off street parking for 1 car. No children <15 due to safety

Top guest favourite

Loft in Gloucester

4.91 out of 5 average rating, 204 reviews

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2025! We look forward to you visiting RockyNeck in Gloucester. You will be sure to enjoy various special activities and events this summer and fall. We are located in the "quiet end", on a private residential dead end street in a historic artist colony . Nearby public transportation, Audubon sites, cultural events, the Gloucester Stage Co and beaches . Parking is on street with a parking lot nearby, if needed. PLEASE NOTE: the yard is private Bring your passcodes for TV

Guest favourite

Cottage in Essex

4.95 out of 5 average rating, 261 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

Top guest favourite

Cabin in Rockport

4.97 out of 5 average rating, 454 reviews

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Top guest favourite

Condo in Gloucester

4.99 out of 5 average rating, 114 reviews

3BR Oceanfront Condo with decks

Have fun with the whole family at our stylish oceanfront condo. Capture exquisite sunrises and sunsets off of the decks overlooking the ocean. Spend time in the spacious arcade/game room with family and friends or listen to some smooth beats using our retro record player. Walk to downtown Gloucester where you will find a number of restaurants and bars or alternatively walk to exquisite beaches or parks all available steps from your front door.

Superhost

Apartment in Manchester-by-the-Sea

4.85 out of 5 average rating, 115 reviews

Manchester-by-the-Suite|Walk to Harbor+Train

→ Less than a mile to Singing Beach → 20 Min Drive to Salem or walk to train station! → Comfortable memory foam queen bed →Conveniently located on the first floor → Kitchenette equipped with all the essentials (microwave, full fridge, toaster, electric kettle, etc) → Hi-speed WiFi and 4K smart TV → Deck with outdoor seating → Pull out queen sofa with memory foam topper → Beach Chairs, umbrella, towels, and cooler provided for beach days!

Superhost

Apartment in Beverly

4.86 out of 5 average rating, 179 reviews

Huge 1 Bdrm w/ 3 Queen Beds + Sleeper Sofa

Stunning carrara marble on kitchen walls, white quartz ledgewood cap both fireplaces, new hardwood kitchen floor & newly refinished hardwood in Bdrm & Lvrm, new vanity & floor tile in bathroom, newly installed washer/dryer/frig/gas stove. Huge Bedroom w/ 2 Queen Beds + Huge Living Room w/ 1 Queen Bed + 1 Fold-Down Sofa. Good Wifi/Cable TV. Great location! Off-street parking! Eat-in kitchen. Common use deck/yard w/ gas grill.

Superhost

Apartment in Magnolia

4.88 out of 5 average rating, 144 reviews

Bright One Bedroom Apartment 5 Min Walk From Beach

Welcome to the Oak Grove House! Originally built as a twenty-one room Inn and Hotel in 1860 - This beautiful and sunny getaway is as rich with its history as it is with its location. Minutes walk from the beautiful Magnolia Beach and only walking distance to many shops and restaurants in Magnolia - you can truly get away from the hustle and bustle of the city and enjoy a quiet evening in paradise.