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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Guest favorite

Loft in Rockport

5.0 out of 5 average rating, 198 reviews

Chic Downtown Loft ☆ Private Parking ☆ Ocean View

Enjoy the coastal and seaside views from the renovated and bright "jewel" located in the charming seaside New England town of Rockport on Cape Ann. The loft is centrally located is literally steps to the beaches, the Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu. 1-min walk to Bearskin Neck & Motif No.1 5-min walk to Front Beach + easy access to many others 8-min drive to Halibut Point Park 25-min drive to Salem 1-hour drive to Boston 15-min walk MBTA Train Station

Mar 31 – Apr 7

G$32,462 GYD per night

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 257 reviews

Harbor Retreat | Ocean View | Heart of Downtown

Discover Rockport's Harbor View Apartment! 🌊 This newly renovated 1-bedroom on the second level boasts stunning harbor views from a private deck. Steps from Bearskin Neck, enjoy proximity to unique shops 🛍️, fine dining 🍽️, and beaches 🏖️. Equipped with high-speed WiFi, a 55" Smart TV, and a Murphy couch. Perfect for experiencing Rockport's vibrant atmosphere. Note: Guests must climb stairs and the downtown location can be lively and noisy 🌆. Book your unforgettable seaside escape today! ⚓

Dec 9 – 16

G$29,933 GYD per night

Guest favorite

Apartment in Ipswich

4.98 out of 5 average rating, 121 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!

Mar 28 – Apr 4

G$31,292 GYD per night

Superhost

Guest suite in Beverly

4.85 out of 5 average rating, 660 reviews

Historic North Shore, private suite & bathroom

Minutes from Salem! Relax in historic Beverly (walk to Beverly shops) in your private suite; bedroom, living room, and small bathroom, connected to our home, but private entrance. Just minutes from Salem. Commuter line to Boston and close to beautiful North Shore beaches and historic sites. Beaches within biking and driving distances, downtown, parks, hiking. Comfy, soft king bed, queen pull out couch, and plenty of linens. Great for couples, solo adventurers, business travelers, and families.

Aug 29 – Sep 5

G$25,404 GYD per night

Guest favorite

Apartment in Ipswich

4.88 out of 5 average rating, 228 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.

Apr 4 – 11

G$20,942 GYD per night

Guest favorite

Guest suite in Gloucester

4.98 out of 5 average rating, 376 reviews

SplashLanding Private Beach Getaway in Gloucester

Jan-March 2024 open for monthly rentals. Must Book Summer 2024 via Airbnb website not the APP! *Our 2nd unit SquishInn has openings beginning April 2024 airbnb.com/h/squishinn-gloucester-ma Long walks on a private beach. Get sun-kissed; toes in the sand. Romantic dinners on the deck. Cozy in Winter (Energy Star home and Radiant heat throughout). TRAVELING WITH ANOTHER COUPLE? Book Private Beach Getaway SquishInn. Our 2nd unit for adult couples. Now another 2 friends can join you!

Nov 29 – Dec 6

G$59,662 GYD per night

Guest favorite

Guest suite in Peabody

4.98 out of 5 average rating, 177 reviews

Cozy West Peabody Guest Suite

Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette and an outdoor space with a fire pit and charcoal grill. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

Aug 11 – 18

G$24,857 GYD per night

Guest favorite

Loft in Gloucester

4.9 out of 5 average rating, 167 reviews

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2024! 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

Dec 4 – 11

G$25,603 GYD per night

Guest favorite

Cottage in Essex

4.97 out of 5 average rating, 212 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.

Aug 8 – 15

G$41,860 GYD per night

Superhost

Apartment in Ipswich

4.86 out of 5 average rating, 229 reviews

Comfortable house, close to beach and downton IPSW

This home has all you need for your business or gateway in New England . With everything a Nice hotel has to offer ,this will be your home away from home. The Kitchen is fully equipped and you will have the entire place for yourself . You will be in walking distance to the train station in dowtown Ipswich and biking distance to the beach and Crane's Castle. Also you can explore Cannoing or paddling on the nearby Ipswich River.

Jan 9 – 16

G$29,730 GYD per night

Guest favorite

Guest suite in Rockport

4.99 out of 5 average rating, 611 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.

Feb 12 – 19

G$26,212 GYD per night

Guest favorite

Guest suite in Rockport

4.87 out of 5 average rating, 197 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.

Nov 16 – 23

G$24,801 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Essex vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Essex's top sights

Woodman's of Essex37 locals recommend

J.T. Farnham's23 locals recommend

Village Restaurant3 locals recommend

Boat House Grille Essex9 locals recommend

Blue Marlin Grille8 locals recommend

Essex Seafood10 locals recommend

Other great vacation rentals in Essex

Guest favorite

Apartment in Beverly

4.94 out of 5 average rating, 617 reviews

Beverly Farms Apartment “Homeport”

Dec 21 – 28

G$34,899 GYD per night

Guest favorite

Loft in Rockport

4.98 out of 5 average rating, 240 reviews

Loft Apartment With Ocean Views

Oct 11 – 18

G$64,736 GYD per night

Guest favorite

Apartment in Beverly

4.92 out of 5 average rating, 448 reviews

Private apartment 10 min to Salem!

Sep 1 – 8

G$29,767 GYD per night

Guest favorite

Guest suite in Manchester-by-the-Sea

4.9 out of 5 average rating, 125 reviews

Modern Space With Pool Close To Singing Beach

Feb 14 – 21

G$32,118 GYD per night

Superhost

Apartment in Ipswich

4.82 out of 5 average rating, 117 reviews

2b apt loft downtown Ipswich

Nov 13 – 20

G$33,593 GYD per night

Guest favorite

Cottage in Gloucester

4.97 out of 5 average rating, 101 reviews

Sunny & private cottage in Lanesville Village

Nov 7 – 14

G$35,823 GYD per night

Guest favorite

Apartment in Beverly

4.97 out of 5 average rating, 182 reviews

Garden City of the Northshore

Dec 27 – Jan 3

G$25,855 GYD per night

Guest favorite

Home in Ipswich

4.98 out of 5 average rating, 170 reviews

Stagehill Beach House

Nov 20 – 27

G$107,479 GYD per night

Show all

Quick stats about vacation rentals in Essex

Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.6K reviews

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 10 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 10 vacation rentals for guests traveling with pets.
Do house rentals in Essex have a kitchen?
Absolutely! We offer over 10 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.

Vacation rentals in Essex

Top-rated vacation rentals in Essex

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Essex vacation rentals

Stay near Essex's top sights

Other great vacation rentals in Essex

Apartment in Beverly

Loft in Rockport

Apartment in Beverly

Guest suite in Manchester-by-the-Sea

Apartment in Ipswich

Cottage in Gloucester

Apartment in Beverly

Home in Ipswich

Quick stats about vacation rentals in Essex

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there family-friendly vacation rentals in Essex?

Do house rentals in Essex have free parking?

Do house rentals in Essex have air conditioning?

What are the most popular amenities for House Rentals in Essex?

Are there vacation rentals with a dedicated workspace in Essex?

Are there pet-friendly vacation rentals in Essex?

Do house rentals in Essex have a kitchen?

Do house rentals in Essex have wifi?

Destinations to explore