Photo by Christa Harlin

Holiday Homes in Essex

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Featured Holiday Homes in Essex

CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

2.0 star property
9.6 out of 10, Exceptional, (12)
"The Chelsea house is a great place to stay. It is a great location to visit Boston. There are some local eateries within walking distance plus a Dunkin Donuts. The house was very clean and had all the amenities you’d need. The bedrooms are on the second and third floors. I would definitely stay here again. "
The price is AU$797
includes taxes & fees
3 Dec - 4 Dec
CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

9.6 out of 10, Exceptional, (9)
"Loved this old historic home and the town. Had everything we needed to make our stay comfortable. Would love to come back again! Everything was walkable. Charming town. Gorgeous ocean all around. In love!"
OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

Beautiful, Cozy Ultra Convenient Salem Home

8.2 out of 10, Very good, (32)
"Overall the house was fine. The location was perfect (close to Salem, but the neighborhood was quiet) and the beds were super comfortable. My recommendations would be to have a tv in the first floor living area and tvs in the bedrooms as well. Also some kind of curtain or frosted glass in the upstairs bathroom for privacy, since it looks right out onto the Salem State fields."
The price is AU$470
includes taxes & fees
1 Dec - 2 Dec
Beautiful, Cozy Ultra Convenient Salem Home

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (218)
"This house was perfect for us. Plenty of room, comfortable beds, quiet neighborhood, and an easy walk to downtown. The host was very responsive and friendly. I would highly recommend starting at this property. "
Leslie's Retreat: Spacious home ideally located to everything

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (106)
"It was the best location, just a VERY short walk to all that Salem has to offer! It is right across the street from Jaho, which is an amazing coffee place and access to the lighthouse is directly across the street. The layout of the unit is awesome - the primary is in the basement with its own living area, HUGE walk-in closet, and bathroom, while the two other bedrooms are on the main floor. It felt very private having the whole basement to ourselves. The only downside (and it's a personal...
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

10.0 out of 10, Exceptional, (67)
"Amazing property, fun for the whole family!"
The price is AU$1,011
includes taxes & fees
3 Dec - 4 Dec
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

10.0 out of 10, Exceptional, (45)
"Plovers nest is a great little getaway cottage for a couple. The property was very well designed, and makes great use of all the space available. The location is great for anyone interested in exploring the coast, Newburyport, Boston, or any of the numerous surrounding small towns. The hosts are very organized, and provided an extensive welcome message, with tons if info about the property, as well as the surrounding area. The property is beautiful, clean, extremely well maintained. We...
The price is AU$699
includes taxes & fees
4 Dec - 5 Dec
Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

Newly renovated home, top of the line appliances.

9.8 out of 10, Exceptional, (109)
"The house was beautiful, clean, spacious with everything we needed. Loved it."
Newly renovated home, top of the line appliances.

Dog-friendly home with a partial river view & deck - steps from park & beach

8.8 out of 10, Excellent, (12)
"The location was perfect! A 4 minute drive to Salem and was xlose wnto the interstate but yet far enough away that you didn't hear the traffic. The house was across the street feom a park and had eaa path to walk down to thw shoreline."
Dog-friendly home with a partial river view & deck - steps from park & beach

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

9.8 out of 10, Exceptional, (73)
"The bed upstairs is so confortable, I slept like a baby! Great location! You can swim nearby, it’s very quiet and in the Rocky Neck art colony district."
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

Lovely 3Br with free parking/King bed and patio-5 min from beach

9.6 out of 10, Exceptional, (34)
"Beautiful area and lovely little apartment "
The price is AU$630
includes taxes & fees
1 Dec - 2 Dec
Lovely 3Br with free parking/King bed and patio-5 min from beach

Beach-view home with beach access, deck, grill, washer/dryer, 2 kayaks, & AC

10.0 out of 10, Exceptional, (3)
"This place was so peaceful and relaxing "
Beach-view home with beach access, deck, grill, washer/dryer, 2 kayaks, & AC

Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!

10.0 out of 10, Exceptional, (19)
"House is so charming and comfy! Well-equipped kitchen for meals in"
Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

2.0 star property
9.8 out of 10, Exceptional, (9)
"A charming, newly updated, light-filled house tucked away in a quiet corner of Rockport but within easy walking distance of beaches and town. Scrupulously clean, comfy beds, plenty of hot water in the shower. Kitchen needs to be better equipped, for example with salad bowl and utensils, and bedrooms need to have racks for suitcases and chairs to sit in. "
The price is AU$636
includes taxes & fees
4 Dec - 5 Dec
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Rockport Pool House w/ Yard+Grill l 4BR/3BA l Park and Walk to Bearskin Neck!

2.0 star property
Rockport Pool House w/ Yard+Grill l 4BR/3BA l Park and Walk to Bearskin Neck!

Revere Luxury House ,Private Beach

2.0 star property
6.0 out of 10, (2)
"We travel in a 45' Coach. Could not find a RV Park for the week-end. This unit was available and a perfect fit for our time in Boston. "
The price is AU$788
includes taxes & fees
1 Dec - 2 Dec
Revere Luxury House ,Private Beach

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
10.0 out of 10, Exceptional, (1)
"My family & I booked a trip to Salem and we desired to find a cute home that would accommodate 7 of us that was within walking distance of downtown Salem and we found just that in this home! The host was a great communicator & really was fantastic at making our stay welcoming and pleasant. We were able to walk to all the tourist sites and restaurants within a short amount of time. Would recommend staying here 10/10. "
The price is AU$745
includes taxes & fees
2 Dec - 3 Dec
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

*Spooky 2Br Halloween Sleeps 6 |DowntownSalem

9.6 out of 10, Exceptional, (34)
"Cute decorations. In a"
*Spooky 2Br Halloween Sleeps 6 |DowntownSalem

Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!

9.4 out of 10, Exceptional, (33)
"It was nice "
The price is AU$454
includes taxes & fees
31 Dec - 1 Jan 2025
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!

Classic charmer near the coast with with a firepit, outdoor shower, & beach gear

9.6 out of 10, Exceptional, (26)
"Loved our stay, highly recommend!"
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Essex

❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything

9.6 out of 10, Exceptional, (26)
"Beautiful house in a lovely location. We would be delighted to return. "
The price is AU$1,427
includes taxes & fees
1 Dec - 2 Dec
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything

Beautiful, Cozy Ultra Convenient Salem Home

8.2 out of 10, Very good, (32)
"Overall the house was fine. The location was perfect (close to Salem, but the neighborhood was quiet) and the beds were super comfortable. My recommendations would be to have a tv in the first floor living area and tvs in the bedrooms as well. Also some kind of curtain or frosted glass in the upstairs bathroom for privacy, since it looks right out onto the Salem State fields."
The price is AU$470
includes taxes & fees
1 Dec - 2 Dec
Beautiful, Cozy Ultra Convenient Salem Home

The Great Escape on Hampton Beach. Beach directly across the street.

10.0 out of 10, Exceptional, (60)
"From start to finish it was exceptional. Scott was a great host, checked in to see if we needed anything. The place was clean and had everything we could ever ask for. It was an amazing stay and we will definitely be back!"
The Great Escape on Hampton Beach. Beach directly across the street.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.