Essex Rentals
From $2029 per night (USD)VRBO
Elegant farmhouse in Ipswich near Crane Beach and Estate
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Accommodations include five private bedrooms and three shared baths. Guests have access to romantic and whimsical livin ...
From $2029 per night (USD)VRBO
From $1069 per night (USD)VRBO
Rustic Luxe FarmHouse a Few Miles To Crane Beach: deck &jacuzzi overlooking pond
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Magical first-period farmhouse circa 1686 near the sea and convenient to all Cape Ann has to offer! Perched among rolli ...
From $1069 per night (USD)VRBO
From $232 per night (USD)VRBO
Ipswich Cottage: Beautiful Views, 5 Mins to Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 5
The quaint town of Ipswich is one of the oldest settlements in the United States, originally inhabited by Native America ...
From $232 per night (USD)VRBO
From $959 per night (USD)VRBO
Spacious 1790 Captain's estate, large pool, near beautiful beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy our beautiful pool or gorgeous nearby beaches. Large (45 by 22) pool with bluestone patios and wisteria-covere ...
From $959 per night (USD)VRBO
From $527 per night (USD)VRBO
2 Mi to Crane Beach: Waterfront Ipswich Escape!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Deck w/ Pond Views | 2,400 Sq Ft | Near Restaurants & Golf Courses Your next Massachusetts getaway begins at this Ipswi ...
From $527 per night (USD)VRBO
From $1002 per night (USD)Expedia
Charming 5-bedroom Home by the Sea
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Enchanting art-filled home less than 2 miles from the most gorgeous beach: Singing Beach. Pink sparkly living room, whim ...
From $1002 per night (USD)Expedia
From $1820 per night (USD)VRBO
Secluded 20 acre 10BR ultra contemporary retreat
- Bedrooms:
- 3
- Bathrooms:
- 10
- Sleeps:
- 14
Make some family memories at this ultra contemporary take on a tree house. Original design based from the iconic Farnswo ...
From $1820 per night (USD)VRBO
From $463 per night (USD)Expedia
WINTER 2025 PROMO -Lakefront 2 Bed / 3 bath + Extra Bed off of living room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
****FOR THE WINTER 2025 MONTHS (December - April) we are offering a 35% discount on monthly stays (includes all utiliti ...
From $463 per night (USD)Expedia
From $381 per night (USD)VRBO
❤️ of Cape Ann, - Historic Antique Colonial yet new & modern Close 2 Everything
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Large beautifully restored and renovated 1888 colonial home with deep historical roots in Essex, in the heart of beautif ...
From $381 per night (USD)VRBO
From $338 per night (USD)VRBO
1 Mile from Cranes Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
1 Mile from Crane beach .Bring the family !Relax and enjoy this Peaceful scenic location . Fully furnished separate apar ...
From $338 per night (USD)VRBO
From $471 per night (USD)VRBO
Coastal Cottage on Private Island, overlooking the Essex Great Marsh
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Minutes from Cranes Beach, Gloucester, Ipswich and downtown Essex, you will have your own cottage on a 14 acre, three-co ...
From $471 per night (USD)VRBO
From $1770 per night (USD)VRBO
Renovated Home with Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious vacation home with lots of activities and spaces to relax. Newly renovated. Something for everyone. Enjoy the p ...
From $1770 per night (USD)VRBO
From $596 per night (USD)VRBO
First Period Colonial Lodging in Gloucester MA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
As you step through the threshold of this sensitively restored 1680 residence, you are transported to an earlier time—im ...
From $596 per night (USD)VRBO
From $1115 per night (USD)VRBO
The Barn at Asa Stone Farm
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Barn at Asa Stone Farm offers the aesthetic traveler a unique balance between history and modernity, luxury and rust ...
From $1115 per night (USD)VRBO
From $490 per night (USD)VRBO
Modern Cottage, Private Island, Unparalleled beauty
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Embedded in the 25,000+ acres of Essex's "Great Marsh", Lowe Island Coastal Cottages provide comfortable spaces, modern ...
From $490 per night (USD)VRBO
From $483 per night (USD)Expedia
Great Marsh House | Dog-friendly duplex in Essex with yard, deck & game room
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Great Marsh House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $483 per night (USD)Expedia
From $577 per night (USD)VRBO
Brand new oceanfront home with a grill, deck, & beach access - stellar views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Robbins Island Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $577 per night (USD)VRBO
From $269 per night (USD)VRBO
Airstream & Ocean View: Unique Gloucester Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
5 Acres | Close to Beaches & Trails | Pet Friendly (w/ Fee) | Apartment + Airstream 'Glamping' with a modern twist, thi ...
From $269 per night (USD)VRBO
From $223 per night (USD)VRBO
Charming 1-bedroom Guest suite in amazing Manchester-by-the-Sea with WiFi, AC
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience Manchester-by-the-Sea like a local in this superb 1-bedroom apartment. The cozy space features a lovely queen ...
From $223 per night (USD)VRBO
From $570 per night (USD)Expedia
Delightful 4-bedroom house with AC in charming Essex
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Nestled in Essex, this delightful house boasts 4 bedrooms - 3 with queen beds and 1 with a bunk bed. With 3 bathrooms fe ...
From $570 per night (USD)Expedia
From $560 per night (USD)VRBO
Charming 3-bedroom house with AC in Essex
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in Essex, this delightful house offers 3 bedrooms - 2 with queen beds and 1 with a bunk bed. With amenities like ...
From $560 per night (USD)VRBO