
House holiday rentals in Essex
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Top-rated house rentals in Essex
Guests agree: These houses are highly rated for location, cleanliness and more.

Henry Derby House
This antique home is perfect for families or wedding parties traveling together looking to explore downtown Salem. Experience the charm of Salem's McIntire district in the home originally built for tailor Henry Derby in 1838. This 7 bedroom 4 bathroom colonial style home will give you the feel of old Salem with some modern amenities in the updated kitchen and baths. The house is centrally located in walking distance to all of Salem's attractions as well as the T, but also off the beaten path.
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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!
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Harbor View Walk to Beach & Town, 6Guests KingBeds
Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).
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Beautiful Kitchen | Deck | Yard | Salem/Marblehead
This charming and recently renovated 3-bedroom, 1.5-bathroom house is the perfect retreat for your New England family getaway. Nestled directly between historic Marblehead and Salem downtown, you'll find yourself surrounded by the rich maritime history and colonial charm that these picturesque towns have to offer. Enjoy charming downtown Marblehead or enjoy the bewitching ambiance in Salem. Come home to glass of wine on the deck while the kids play freely in the backyard.
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Charming Toe-Hold, A Short Walk to Town and Beach
Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.
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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.
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Sea Vagabond - Watch the waves, stroll to the sand
"The Sea Vagabond House is an expanded 1932 summer cottage, with spectacular views of the ocean waves, with the tidal Saratoga Creek offering a mesmerizing and changing scenes from inside and outside this charming vacation home. The home sleeps eight comfortably in beds. Each level offers a full bathroom with a bathtub/shower. There are plenty of bath towels and beach towels for each guest. "Comfortable, clean and close to the beach, we will return."
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Ocean views! Welcome to Sea Breeze! Winter rates!
Sea Breeze offers a spacious, newly renovated, 4 bedroom escape, that smiles down upon Good Harbor beach. Take in the refreshing salt air breezes while enjoying the solitude of being situated at the end of a quiet cul de sac. A short 3-5 minute drive gets you into the Good Harbor parking lot or take a 20 minute walk instead. Close-by downtown Gloucester is teeming with spectacular restaurants and activities for the whole family.
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Nana-tucket Inn
Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!
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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
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Charming waterfront home. Patio, AC, Shops, Dining
Discover your dream Rockport getaway! You'll stay nestled on Bearskin Neck, in this cozy harborside condo boasting stunning views, steps from shops, beaches, & galleries. Relax on your private patio overlooking the iconic Motif #1 for your morning coffee or evening happy hour. Book now for a fun getaway, year-round! There is one bedroom upstairs and a pullout sofa downstairs that can sleep 2.
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Pleasant Place Parking • Walk to Downtown
Stay in the heart of Rockport, just a short walk from the harbor, downtown, Front Beach & Old Garden Beach —with your own off-street parking. Pleasant Place is a bright 2-bedroom, 2 full bath home, three beds(including the pullout), a renovated kitchen and space for up to four guests. It's a perfect spot to settle in for summer fun!
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Popular amenities for Essex house rentals
House rentals with a pool

Sanctum by the Lake
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Spacious vacation unit in premium suburban town
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Pool is Open in Sept.+Walking Trails+Dead End St.
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The Stunning Melita Farms Geodesic Dome Farmhouse
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Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
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Twin Shores Poolside Haven
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Fantastic Kittery Home with Pool
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Luxury lake retreat- pool, fire pit, trails
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Weekly house rentals

William Haskell House First Period Colonial Home
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The Essex of Gloucester
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Oceanfront Dock Escape ~ Kayaks & Paddleboards
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Oceanfront Home Rockport
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Direct Waterfront on Plum Island Sound Sunsets
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Villaggio By The Sea.
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Evensong: Lovely Oceanview Retreat with Dock
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The Rockport Retreat-walk to beaches and downtown
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Private house rentals

Walk to Downtown Salem•Sleeps 8•Free Parking•4BR
LocationFamilyTV

Art-Filled Retreat-Marblehead/Salem-Walk to Beach
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Luxury Starboard Townhome Steps to Niles Beach
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“Sea La Vie” 4Bed / 3Bath Walk to Good Harbor
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Lane's Cove Bijou
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Luxury Townhouse in Downtown with Free Parking #2
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Northridge View
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Sunset Serenity-Entire Cozy Home-30 min to Salem
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Destinations 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
- New England Aquarium
- Short Sands Beach
- Boston College
- Canobie Lake Park
- Northeastern University
- York Harbor Beach
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Cape Neddick Beach





