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Vacation rentals in Essex

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Top-rated vacation rentals in Essex

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

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Rental unit in Rockport

4.96 out of 5 average rating, 114 reviews

Harborside Oasis | Harbor View | Heart of Downtown

Step into Coastal Bliss at Our Rockport Apartment! 🌊🏠 Perfectly positioned just steps from Bearskin Neck, immerse yourself in unique shops 🛍️, exquisite dining 🍽️, and serene beaches 🏖️. Revel in the spectacular views of iconic Motif Number 1 from your balcony, enjoy high-speed WiFi, and a 55" Smart TV in a fully stocked kitchen. Ideal for soaking in Rockport's vibrant yet relaxing atmosphere. Note: Requires climbing stairs and can get noisy! Book your unforgettable seaside retreat today! ⚓

Condo in Rockport

4.98 out of 5 average rating, 182 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

JUST OPENED NOV/DEC DATES! From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream/coffee, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport on Bearskin Neck. Enjoy beautiful ocean breezes with coffee or cocktails on the deck of this sweet beach retreat nestled on the N.E. coast. Come fall in love with charming Rockport!

Rental unit in Ipswich

4.99 out of 5 average rating, 149 reviews

Charming 2 Bedroom Apartment in Historic Ipswich.

In the heart of historic downtown Ipswich, the John Brewer house has been a family home since 1680! This fully renovated apartment features many modern amenities, like hi-speed internet, 50" and 55" televisions with streaming channels. There is parking for two cars, and we are a short walk to Market Street, the commuter rail to Boston, a large park for children, and many fantastic local restaurants. Drive to Boston or Maine in 45 mins; Salem or Gloucester in 30 mins; Crane Beach in 10 mins!

Rental unit in Ipswich

4.89 out of 5 average rating, 270 reviews

Ipswich Apartment

The apartment, with a private entrance is located in downtown Ipswich. We are within walking distance to restaurants and the commuter rail, which services Salem, Boston etc. May - September, the CATA shuttle stops at the commuter rail station, a 3 minute walk. Some CATA services include Cranes Beach, and the town of Essex (famous for its clams and antique shops). You can also enjoy a river cruise down the Essex River there. Kayaking, canoeing, and fishing are also available in Ipswich.

Cottage in Gloucester

4.97 out of 5 average rating, 124 reviews

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. In the off-season, a quiet escape -perfect for focused work, writing, painting or reading, Please contact host for discounts on longer stays (30 days + from Dec - April) Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

Rental unit in Ipswich

4.99 out of 5 average rating, 121 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!

Rental unit in Beverly

4.96 out of 5 average rating, 223 reviews

Garden City of the Northshore

Our charming newly renovated second floor apartment in Beverly, on Boston's Northshore, is minutes from beautiful beaches, ocean parks, bike trails, commuter rail and restaurants. Convenient to Salem. This comfy apartment has beautiful light and sea breezes to greet you in the morning. Original pine floors, antique furnishings along with updated, full kitchen and new tiled bathroom. Queen size new mattress in the bedroom. 4k TV with free HBO, Showtime, Netflex .

Rental unit in Rockport

4.93 out of 5 average rating, 149 reviews

Hidden Gem! Short term rental steps from 2 beaches

Hidden Gem! Short term seaside rental. Lovely 1 bed 1 bath unit located on private wooded property, steps away from 2 beaches. Private unit amenities include wood burning fireplace & deck with gorgeous year round views of the Atlantic. Fully equipped kitchen, flat screen TV, WiFi, and everything to make your stay pleasant and comfortable. We're a 7 minute drive from downtown Rockport and Gloucester, a 7 minute walk to Cape Hedge and Long Beaches.

Guest suite in Rockport

4.98 out of 5 average rating, 661 reviews

Halibut Point State Park. Nature Lovers Retreat

"Tween Coves Cottage" lies nestled next to breathtaking Halibut Pt. State Park. A short walk along wooded paths will lead to the ocean where you can picnic by the water, explore tidal pools, and enjoy a variety of wildlife and vegetation. Distance to the center of Rockport by car is under 10 minutes/ walking is approx. 50 minutes. Distance to the railway station is approx. 5 minutes by car/ walking is approx. 40 minutes.

Guest suite in Rockport

4.88 out of 5 average rating, 208 reviews

Charming Studio in the Pines

This is a first floor, above ground, garden apartment in a private home and is located in a quiet neighborhood with the backyard nestled in the woods, just out side your sliding door. Flower gardens and bird feeders adds ambiance for relaxing in a private setting. The studio offers a kitchenette, dining nook, a full bathroom, a queen bed, plus a sofa. Also available is CableTV, Netflix and Wi Fi.

Guest suite in South Hamilton

4.96 out of 5 average rating, 276 reviews

It’s better to wake at the Lake 2BR guest suite

Overlooking Chebacco Lake, your rooms are downstairs in a private level. There are 2 bedroom available for use downstairs along with a big living area a coffee/tea bar and a bathroom with shower on this level. You can access to the lake for swim, kayak, canoe or if you come in the winter you can icefish, ice skate, cross country ski or snowshoe too.

Guest suite in Manchester-by-the-Sea

4.92 out of 5 average rating, 146 reviews

Modern Space With Pool Close To Singing Beach

Situated in a very quiet neighborhood, you will rest comfortably. Drive five minutes and you can be in downtown Manchester-By-The-Sea with singing beach and great restaurants. secluded back yard with fire pit and pool. Inside you'll find a freshly updated and modern living space with fireplace. (Pool open from 5/27-9/8).

Vacation rentals for every style

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Popular amenities for Essex vacation rentals

Free parking on premises

Air conditioning

Stay near Essex's top sights

Crane Beach124 locals recommend

Castle Hill on the Crane Estate43 locals recommend

Woodman's of Essex37 locals recommend

Russell Orchards30 locals recommend

J.T. Farnham's23 locals recommend

CK Pearl20 locals recommend

Other great vacation rentals in Essex

Home in Ipswich

4.91 out of 5 average rating, 35 reviews

Northridge Vista

Barn in Ipswich

5 out of 5 average rating, 39 reviews

The Barn at Asa Stone Farm

Home in Gloucester

4.93 out of 5 average rating, 71 reviews

The Birdhouse Nature Retreat|Trails+Firepit|Sleep6

Rental unit in Essex

5 out of 5 average rating, 61 reviews

R. Hill Tree Top Studio!

Townhouse in Essex

4.94 out of 5 average rating, 54 reviews

Cape Ann Gem close to Salem and beaches

Guest suite in Gloucester

4.94 out of 5 average rating, 66 reviews

Live Like a Local, Just Steps From The Beach

Rental unit in Peabody

5 out of 5 average rating, 3 reviews

Private Hotel Style Studio 208

Guest suite in Danvers

5 out of 5 average rating, 45 reviews

The sweet suite

Quick stats about vacation rentals in Essex

Total rentals
50 properties
Total number of reviews
1.8K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi

Frequently Asked Questions

Are there family-friendly vacation rentals in Essex?
Essex has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Essex have free parking?
Absolutely! We offer over 20 house rentals with free parking in Essex. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Essex have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Essex. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Essex?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with a kitchen, over 20 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Essex?
Yes! Work meets play with ease at over 20 vacation rentals in Essex featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Essex?
Four-legged friends are welcome in Essex. Choose from more than 20 vacation rentals for guests traveling with pets.
Do house rentals in Essex have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Essex. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Essex have wifi?
Absolutely! We offer over 20 house rentals with wifi in Essex. Enjoy a tailored experience with all the comforts you desire.

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