
House holiday rentals in Essex
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Top-rated house rentals in Essex
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Walk to Shops & Beach at Historic Renovation
Are you dreaming of sun, sand and seafood? Stay at the 1767 Tuck House, where historic charm meets quintessential New England luxury! This is the perfect home for groups. Steps to the beach, shops, restaurants and arts. Home offers the privacy of boutique hotel with modern comforts: plush Casper mattresses, AC, 4K HDTV, laundry, heated floors, quartz counters, new appliances, 3BR, 3 Full Baths, 2 Kitchens, 2 Decks, Private Entries. A true Rockport gem, we promise a special stay.
ValueFamilyComfort
4.98 out of 5 average rating, 130 reviews
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.
FamilyLocationLayout
4.9 out of 5 average rating, 395 reviews
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).
FamilyLocationSleep quality
4.96 out of 5 average rating, 152 reviews
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.
ValueLocationHospitality
4.96 out of 5 average rating, 110 reviews
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.
LocationValueTV
4.97 out of 5 average rating, 376 reviews
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.
ValueFamilyTV
4.99 out of 5 average rating, 136 reviews
Beautiful very spacious historical house in Salem
The whole group will enjoy easy access to everything from this centrally located place. A few minutes walk to a multitude of great restaurants, shops, galleries, the witch house, ghost and witch tours, trolley tours, Salem ferry, Pickering wharf, Salem witch museum, witch dungeon museum and a few minutes drive to Salem Willows and the house of the seven gables. All three bedrooms that are on the second floor will have AC units from mid June till September.
LocationValueParking
4.96 out of 5 average rating, 211 reviews
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.
ValueFamilyHiking
4.98 out of 5 average rating, 114 reviews
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
FamilyValueCondition
4.9 out of 5 average rating, 137 reviews
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.
FamilyValueHeating
4.97 out of 5 average rating, 118 reviews
The Salty Plum, a Beautiful Plum Island Escape
Coveted Plum Island location for your New England beach vacation. Enjoy ocean views and a short walk to the sand, with restaurants and shops just steps away. Close to the Parker River Wildlife Refuge and a quick drive to historic Newburyport. Fish from the shore, bike the island, explore the refuge, or enjoy the coastal charm and great dining nearby. Sleeps up to 10 comfortably.
ValueLocationCheck-in
4.93 out of 5 average rating, 200 reviews
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!
FamilyLocationAir conditioning
4.97 out of 5 average rating, 130 reviewsPopular amenities for Essex house rentals
House rentals with a pool

Nana-tucket Inn
ValueFamilyCleanliness
4.95 out of 5 average rating, 184 reviews
Sanctum by the Lake
LocationValueHospitality
4.93 out of 5 average rating, 284 reviews
Spacious vacation unit in premium suburban town
FamilyLocationLong stay
4.97 out of 5 average rating, 120 reviews
The Stunning Melita Farms Geodesic Dome Farmhouse
ValueLocationNearby
4.91 out of 5 average rating, 11 reviews
Theatre | Arcade | Pool w. Free 3 Car Parking
FamilyLocationAmenities
5.0 out of 5 average rating, 20 reviews
Sleeps 10, Indoor Pool, Hot Tub, Pups Ok
FamilyValueKitchen
4.99 out of 5 average rating, 74 reviews
Fantastic Kittery Home with Pool
LocationFamilyGetting around
4.96 out of 5 average rating, 69 reviews
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
ValueLocationTV
4.84 out of 5 average rating, 56 reviewsWeekly house rentals

Plum Perch: Professionally Cleaned, Close to Beach
FamilyLocationView
5.0 out of 5 average rating, 147 reviews
Aerie, 2 king beds, large space, AC, 2 beaches!
LocationFamilyAccuracy
4.92 out of 5 average rating, 128 reviewsWaterfront Rocky Neck Cottage | Gloucester Harbor
ValueLocationBarbecue
4.93 out of 5 average rating, 193 reviews
Sea Vagabond - Watch the waves, stroll to the sand
ValueLocationAmenities
4.8 out of 5 average rating, 102 reviews
William Haskell House First Period Colonial Home
LocationFamilyHeating
5.0 out of 5 average rating, 37 reviews
The Essex of Gloucester
FamilyValueComfort
4.95 out of 5 average rating, 100 reviews
Oceanfront Home Rockport
ValueFamilyIndoor spaces
5.0 out of 5 average rating, 41 reviews
Direct Waterfront on Plum Island Sound Sunsets
FamilyLocationView
5.0 out of 5 average rating, 7 reviewsPrivate house rentals

Evensong: Lovely Oceanview Retreat with Dock
ValueFamilyHeating
4.96 out of 5 average rating, 50 reviews
Stay at Wingaersheek
FamilyLocationCheck-in
5.0 out of 5 average rating, 7 reviews
Luxury Starboard Townhome Steps to Niles Beach
ValueLocationBathroom
5.0 out of 5 average rating, 32 reviews
Art-Filled Retreat-Marblehead/Salem-Walk to Beach
ValueLocationIndoor spaces
5.0 out of 5 average rating, 29 reviews
Luxury Townhouse in Downtown with Free Parking #2
FamilyLocationAmenities
4.94 out of 5 average rating, 89 reviews
Lane's Cove Bijou
FamilyLocationComfort
4.93 out of 5 average rating, 46 reviews
Northridge View
FamilyValueCheckout
4.92 out of 5 average rating, 75 reviews
Walk to Downtown Salem•Sleeps 8•Free Parking•4BR
FamilyLocationLayout
5.0 out of 5 average rating, 57 reviewsDestinations 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
- Short Sands Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- York Harbor Beach
- Duxbury Beach
- North Hampton Beach
- MIT Museum
- Cape Neddick Beach





