
Essex Area Rentals
- From $1034 per night (USD)
VRBO
Beautiful Oceanfront Home in Estate Setting, Gloucester THANKSGIVING WEEK OPEN
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, wit ...
From $1034 per night (USD)VRBO
- From $2491 per night (USD)
Expedia
Luxury Oceanfront 6BR - 4 King, 4.5 BA, Elevator, 3 Decks & Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Blue Sky will lure you in with its oceanfront views, private walkway/stairs to the beach, six-person hot tub facing the ...
From $2491 per night (USD)Expedia
- From $2271 per night (USD)
VRBO
Historic Oceanfront Mansion
- Bedrooms:
- 3
- Bathrooms:
- 8
- Sleeps:
- 21
(Minimum Rental 1 Week Saturday to Saturday )Major structural renovation including wall removal and the addition of a b ...
From $2271 per night (USD)VRBO
- From $471 per night (USD)
Expedia
WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
VACATION or WORK or do a bit of both if it means you'll have longer to play here on Cape Ann! The preferred spot for all ...
From $471 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Heart of Downtown Newburyport | Urban Loft Living
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to this stunning downtown Newburyport gem. A newly renovated luxury 3-bedroom townhouse just steps to S ...
From $276 per night (USD)VRBO
- Click For Pricing
Expedia
Room With Fantastic Front Ocean And Beach View! House Right Across The Ocean!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This room has a fantastic, front ocean and beach view. You don't even need to get up, you can see a sunrise and a gorgeo ...
Click For PricingExpedia
- From $638 per night (USD)
VRBO
Summer Cottage on Ipswich Bay
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
This quiet summer cottage was built in the 1890's, its original charm has been retained, while updates have made it a co ...
From $638 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Seaside Escape just steps to Good Harbor beach in Gloucester
- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 5
Charming 2 bedroom home located on a quiet Cul de Sac that's just steps to beautiful Good Harbor Beach. Completely renov ...
From $346 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Charming Pet Friendly Studio Cottage On Quiet Lane
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Step away from your hectic life. Welcome to our homes by the sea. The scent of the ocean. The crack of a lobster claw. S ...
From $240 per night (USD)VRBO
- From $208 per night (USD)
VRBO
Quaint Waterfront Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax and breathe the salt air in this charming waterfront cottage. It is on well-known Bearskin Neck with a large deck ...
From $208 per night (USD)VRBO
- From $491 per night (USD)
VRBO
Beachfront 3 family home, best on the beach! Any a full week in summer add 250
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This is a 3 family house with 1 full time tenant year round. Just steps away from the beautiful sandy beach! We have own ...
From $491 per night (USD)VRBO
- From $407 per night (USD)
VRBO
Harborfront House Directly on Rockport’s Quiet and Beautiful Old Harbor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Idyllic for a couple or solo travelers who appreciate quality .Our historical, 19th-century comfortable waterfront house ...
From $407 per night (USD)VRBO
- From $485 per night (USD)
VRBO
Beach dreaming??
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Garden apartment in fantastic village location walking distance to town, beach and harbor. Two bedroom apartment has all ...
From $485 per night (USD)VRBO
- From $1194 per night (USD)
VRBO
Grand 1820's Brick House In The Heart Of Historic Salem
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Built by one of Salem's shipping families in the 1820's, our 3 story brick home is rich with restored plaster moldings, ...
From $1194 per night (USD)VRBO
- From $359 per night (USD)
VRBO
Beautiful Cottage Near Dowtown Newburyport and Plum Island Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautiful small house in Newburyport. Walk to town, waterfront and rail trail. Take a 5 minute drive and you arrive at ...
From $359 per night (USD)VRBO
- Click For Pricing
Expedia
Newly built oceanfront 6 bedroom home spectacular views and beach
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
Newly renovated home , 6 bedrooms 2.5 baths central air . steps away from ocean with 2 ocean front decks and one marsh s ...
Click For PricingExpedia
- From $261 per night (USD)
VRBO
Picturesque Rockport Queen Anne Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Great location in beautiful Rockport. The house is a ten minute walk into town - Bearskin Neck shopping, art galleries, ...
From $261 per night (USD)VRBO
- From $164 per night (USD)
VRBO
Quaint One Bedroom Overlooking Nature Trail In Historic Marblehead
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pristine one bedroom with separate entrance. Lots of natural light, 10 minute walk to beach & 2 miles from historic down ...
From $164 per night (USD)VRBO
- From $844 per night (USD)
VRBO
The Witch Den - Trendy and Historical Home in the heart of Salem
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
https://www.vrbo.com/supply/pe/description?propertyId=76611093This location is to die for, steps from both the water & d ...
From $844 per night (USD)VRBO
- From $224 per night (USD)
VRBO
Ocean and Woods! Best of both seaside delights in Gloucester!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
If you are a nature lover, you'll love our location. 200 yards or so in either direction will lead you to treasured hab ...
From $224 per night (USD)VRBO
- From $469 per night (USD)
VRBO
Ocean Front on the Sand Salisbury Beach 4 Bedroom Home
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 12
Large three level four bedroom duplex located right on the beach. Second floor has two bedrooms. Bedroom one features a ...
From $469 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Newly renovated home, top of the line appliances.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This property is located in Malden, just fifteen minutes from Downtown Boston. The House is Simply beautiful, clean, and ...
From $441 per night (USD)Expedia
- From $310 per night (USD)
VRBO
WALK TO BEACH! Great Location! Booking 2026! Close to Salem! Nov Availability!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Look no further! Enjoy being a guest at this stylish beach bungalow! It is the perfect vacation spot for you and your fa ...
From $310 per night (USD)VRBO
- Click For Pricing
Expedia
A very beautiful place , very clean place and a beautiful kitchen .
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A very beautiful single family house ...
Click For PricingExpedia
- Click For Pricing
VRBO
Changes in Latitude: Niles Beach and Rocky Neck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Changes in Latitude is a perfectly located vacation rental home for your Gloucester beach getaway. The house is an updat ...
Click For PricingVRBO
- From $375 per night (USD)
Expedia
Dog-friendly apartment in a prime location - walk to town beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Olde New House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $375 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Sea Bird Suite – Cozy 1-Bedroom Getaway with Historic Charm in Marblehead
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover one of the most storied neighborhoods in the country at the Sea Bird Suite, a peaceful 1-bedroom vacation renta ...
From $231 per night (USD)VRBO
- From $519 per night (USD)
VRBO
SEA-ING IS BELIEVING 4 bedroom Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Plan your Plum Island getaway for eight or a private retreat for two at this built 4BR/2.5BA beach house nestled in ...
From $519 per night (USD)VRBO
- Click For Pricing
VRBO
Twin Lights: Explore the village of Rockport!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy coastal living in the beautiful historical town of Rockport. Twin Lights is a charming and recently renovated cott ...
Click For PricingVRBO
- From $226 per night (USD)
VRBO
Cute cottage by the sea - longer term winter rates available - please inquire
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hear the sounds of the ocean, watch beautiful sunsets, and wake to the birds singing! The cottage is a minute to the bea ...
From $226 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Cripple Cove Apartment in historic home across from harbour in Gloucester, MA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
October is coming and that means that Haunted Happenings in Salem, Massachusetts is in full swing. come stay in Gloucest ...
From $225 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Downtown Salem - Park & Play Modern 3 Bedroom
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
With off street parking spaces available, park your car and play! Located in the center of downtown Salem, steps from re ...
From $301 per night (USD)Expedia
- From $1778 per night (USD)
VRBO
Grafton Estate: Ultimate Luxury With Private Beach
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 13
Summary: Discover beachfront living in Manchester-by-the-Sea. This stunning retreat offers your very own private beach, ...
From $1778 per night (USD)VRBO
- From $741 per night (USD)
Expedia
Apartments in Salem
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>While you're here, you can enjoy all the comforts of home and more, including a refrigerator and free WiFi, as well a ...
From $741 per night (USD)Expedia
- From $766 per night (USD)
VRBO
Gorgeous Views - Private Beachfront
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our fantastic beachfront Dutch Colonial cottage! Located near downtown Salem, in the lovely historical encla ...
From $766 per night (USD)VRBO
- From $521 per night (USD)
Expedia
Stunning Beach Cottage just steps from Marblehead Harbor and Town
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Newly renovated cute 2 bedroom harbor beach cottage in the heart of the beautiful seaside town of Marblehead, MA. "Sea ...
From $521 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Beautifully Furnished Private Retreat in Andover!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy the very best in one of Andover's most desirable neighborhood enclaves. Recently upgraded and beautifully furnishe ...
From $275 per night (USD)VRBO
- From $1755 per night (USD)
Expedia
Spectacular, luxury waterfront property directly overlooking Sandy Bay.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This impressive and generously proportioned contemporary residence, situated within walking distance of several local be ...
From $1755 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Newly renovated! Beautiful private cottage in quiet area near Old Garden Beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Completely renovated house in Rockport’s desirable South End. Our home is located in a wonderful neighborhood for walki ...
From $315 per night (USD)VRBO
- From $531 per night (USD)
Expedia
'We can't wait to return to Four Winds'
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
PARKING SPOT 10 SECOND WALK AWAY, Four Winds is a two bedroom condo located directly on Tuna Wharf. If you love the sou ...
From $531 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Salty Sunsets - Condotel Efficiency for your beach getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Just a block from the state line public access to gorgeous Salisbury or Seabrook Beach, you decide. With pizza, ice cre ...
From $207 per night (USD)VRBO
- From $135 per night (USD)
VRBO
Baby Love Shack: Live the Beach Life - Stunning Property minutes from Salisbury Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to Baby Love Shack! This Charming Coastal Home in the Heart of Salisbury. This is a newly furnished, single floo ...
From $135 per night (USD)VRBO
- From $193 per night (USD)
VRBO
Artist's Studio turned Guest House Sleeps up to 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
One room guest house with French doors leading to spacious deck, ocean views, less than 1/2 mile walk to Back Beach, vau ...
From $193 per night (USD)VRBO
- From $717 per night (USD)
VRBO
Spacious Modern Beach House- Steps to Long Beach and Good Harbor
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Just steps to Long Beach, or a 10 minute walk to Good Harbor Beach, enjoy this clean, modern new single family home with ...
From $717 per night (USD)VRBO
- From $187 per night (USD)
VRBO
Come home to Rockport!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Spend a weekend or a week enjoying the beauty and culture of Rockport. Enjoy panoramic views of Sandy Bay.and Straights ...
From $187 per night (USD)VRBO
- From $703 per night (USD)
Expedia
Convenience at Conant! Home Away From Home For 5-8 guests!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
This spacious, two-level homestay is ideal for solo travelers up to groups of 5 or more adults (max 8). Whether here fo ...
From $703 per night (USD)Expedia
- From $524 per night (USD)
VRBO
Great Neck Rental with Water Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home is perched up on a hill with water views from almost every room in the house! Pavilion Beach and Pirate Park P ...
From $524 per night (USD)VRBO
- From $908 per night (USD)
Expedia
Sunrise on the Cove: Unparalleled Views!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
From its waterfront perch, this vacation rental home overlooks Rockport's picturesque Pigeon Cove harbor and has spectac ...
From $908 per night (USD)Expedia
- From $363 per night (USD)
VRBO
Joseph's Way: Quiet Beach Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Close to Gloucester's sandy Good Harbor Beach, Joseph's Way is delightful two bedroom property is nestled on a quiet woo ...
From $363 per night (USD)VRBO
- From $388 per night (USD)
VRBO
Cottage attached to multifamily home w direct private access to Salisbury Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy being oceanside, just 50 ft to beautiful Salisbury Beach by private access way. The cottage offers direct access t ...
From $388 per night (USD)VRBO
- From $821 per night (USD)
VRBO
Good Harbor Beachfront at the Footbridge
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 10
Single family house, over one hundred years old, accommodates ten. Three queen beds, one double bed with a trundle, and ...
From $821 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Quaint getaway with full kitchen and lush yard - close to the beach and downtown
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Vintage Rockport Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $224 per night (USD)Expedia
- From $372 per night (USD)
VRBO
Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to our idyllic retreat, the ultimate vacation spot for you, your family, and friends. Nestled between the picture ...
From $372 per night (USD)VRBO
- From $389 per night (USD)
VRBO
Great Neck Ipswich Ma. 3 Bedrooms 2 Baths Beachfront House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Anchor Inn is a family owned beach front house . The house has an open floor plan on the first floor consisting of a ...
From $389 per night (USD)VRBO
- From $367 per night (USD)
VRBO
Oceanfront home right on Long Beach near town & whale watching with tennis
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Oceanfront Cottage - Long Beach Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $367 per night (USD)VRBO
- From $209 per night (USD)
VRBO
Welcome to Marsh-Mellow! Seabrook Beach, NH
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come stay in Marsh-Mellow! Walk 1,000 feet to Seabrook Beach our hidden gem in New Hampshire. After a day at the beach, ...
From $209 per night (USD)VRBO
- Click For Pricing
VRBO
Modern 30-bedroom townhouse parking on premises
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Bring the whole family to this great place with lots of room to relax. Enjoy a very spacious modern 3 bedroom, 1.5 bath, ...
Click For PricingVRBO
- From $515 per night (USD)
Expedia
Sept & Oct are the perfect time to be beachfront on Plum Island!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Perched among the dunes of Center Beach sits one of the best hidden gems in the heart of Plum Island. The Residence at ...
From $515 per night (USD)Expedia
- 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 $861 per night (USD)
VRBO
The Aerie. 2 King beds, AC, outdoor shower. Walk to 2 local beaches
- Bedrooms:
- 1
- Bathrooms:
- 8
- Sleeps:
- 16
Welcome to Aerie! Enjoy this grand gathering house with great flow and enough rooms for all the beach lovers in your lif ...
From $861 per night (USD)VRBO
- From $670 per night (USD)
VRBO
Sweet, Bright, Water Views & 2 min walk to Beach Discounts available see below
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come and make memories of a lifetime!! Easy living open floor plan, beachy bright and steps to Cape Hedge Beach and Long ...
From $670 per night (USD)VRBO
- From $513 per night (USD)
VRBO
Charming Cottage w/ Panoramic Roof-top Views! August 30 Week Available!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
The panoramic views of Plum Island, the ocean, and the sunsets are breathtaking from the mahogany roof-top deck on this ...
From $513 per night (USD)VRBO
- From $700 per night (USD)
VRBO
Fantastic ocean views and 2 beaches! Read \"About this property\" for discounts
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
For discounts text 603-801-1486. Ocean Crag has gorgeous ocean views and is located steps away from Cape Hedge and Long ...
From $700 per night (USD)VRBO
- From $1024 per night (USD)
Expedia
Beach & King - Stunning Ocean Views!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Located across from Rockport's Front Beach, Beach & King is a beautiful Cape Ann Beach House rental on the North Shore i ...
From $1024 per night (USD)Expedia
- From $1125 per night (USD)
VRBO
Seacroft: Gracious Rockport Living
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
This updated and well-cared for Victorian home with its captivating ocean views, sits high on two private acres at the e ...
From $1125 per night (USD)VRBO
- From $310 per night (USD)
VRBO
Walk to Good Harbor Beach, pet friendly, family beach home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a memorable family vacation in this fully furnished, 3 bedroom single-family home with deck, yard and marsh views, ...
From $310 per night (USD)VRBO
- From $379 per night (USD)
VRBO
STUNNING OCEAN VIEWS FROM OUR 2 BEDROOM COTTAGE
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
"The Seaward" is located in a spectacular setting, (known by some as "the golden road of Rockport"). Spruce Cottage is ...
From $379 per night (USD)VRBO
- From $1244 per night (USD)
Expedia
Magnificent Waterfront Home with Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This beautifully designed and furnished home offers all required for a luxurious seaside vacation. BBQ, firepit, pool, o ...
From $1244 per night (USD)Expedia
- From $470 per night (USD)
VRBO
An Autumn Beach retreat - steps from ocean, drive to apple picking, local farms!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This 4 bedroom plus loft, 2 full bathroom cottage is only a few feet from the beautiful and sandy Long Beach in Rockport ...
From $470 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Downtown Home near the Beach & Downtown w/Gas Grill, Washer/Dryer & Deck
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
High Street Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $491 per night (USD)Expedia
- From $609 per night (USD)
VRBO
The Haabah Beach Retreat—4 Minute Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Two-bedroom gorgeous beach house overlooking Good Harbor Beach, located DIRECTLY on the Good Harbor estuary. The house i ...
From $609 per night (USD)VRBO
- Click For Pricing
Expedia
Charming historical property built in 1839 with modern amenities
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the 2nd floor of multi family home. Tons of windows, lots of historic charm, crown molding, hardwood floors. ...
Click For PricingExpedia
- From $134 per night (USD)
VRBO
Perfect apartment for a single or couple. Short walk to Front Beach and Town.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private entrance down a crushed stone path ending with a garden patio. Close to beaches, downtown and the commuter train ...
From $134 per night (USD)VRBO
- From $266 per night (USD)
VRBO
VIEWS! Annisquam Bridge House at Lobster Cove. Booking Fall and Holiday stays
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Annisquam Bridge House-a renovated second floor unit high above Lobster Cove, Perfect getaway for a couple. It can acco ...
From $266 per night (USD)VRBO
- From $377 per night (USD)
VRBO
Marblehead Charmer - Fully Renovated 1920 Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Cape Cod Cottage Condo. Fully renovated 2 bedroom, one and a half bath quaint cottage sleeps 6. Close to ever ...
From $377 per night (USD)VRBO
- From $560 per night (USD)
Expedia
Sandy Bay: An oceanfront gem
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to an oceanfront gem with exquisite views of Rockport's Sandy Bay and the Atlantic Ocean. Located just a short di ...
From $560 per night (USD)Expedia
- From $689 per night (USD)
VRBO
Leslie's Retreat: Spacious home ideally located to everything
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
Gorgeous 5 bedroom (4 on the second floor and 1 basement suit) home located in a historically significant area of Salem ...
From $689 per night (USD)VRBO
- Click For Pricing
Expedia
3-bd/3-bth, short walk to Salisbury beach and center - Winter Rentals Available
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Private single-family three-bedroom, three bath home only a short walk to Salisbury Beach. Located at dead end of a secl ...
Click For PricingExpedia
- 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 $558 per night (USD)
Expedia
Gorgeous New Home w/ Ocean Views- 2 Private Beaches Steps Away
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
THE HOME: This house was built in 2018 with every modern amenity and comfort for vacation life. Vaulted ceilings in the ...
From $558 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Entire condo center of downtown Newburyport
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this beautiful brick condo located in the heart of downtown Newburyport. Walk out your front door and enjoy t ...
From $350 per night (USD)VRBO
- From $191 per night (USD)
Expedia
The Waterline – A Private Harborfront Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in the historic Sail Loft building on Bearskin Neck, The Waterline offers a charming ground-floor retreat with s ...
From $191 per night (USD)Expedia
- From $379 per night (USD)
VRBO
Coastal Plum Island Cottage Steps From Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the peaceful shores of Plum Island and experience the perfect blend of coastal charm and modern comfort in our ...
From $379 per night (USD)VRBO
- From $181 per night (USD)
Expedia
The Yachtsman Suite – Classic Coastal Style in the Heart of Old Town Marblehead
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Set in one of the most historic and picturesque coastal towns in New England, The Yachtsman Suite is a first-floor 1-bed ...
From $181 per night (USD)Expedia
- Click For Pricing
VRBO
Cloud Break: Stunning Waterview and Coastal Breezes - Your Newburyport Dream Vacation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Perfect Newburyport Getaway! Try to imagine waking up to a gorgeous water view as the sun sparkles off the bay and beach ...
Click For PricingVRBO
- From $217 per night (USD)
Expedia
PET FRIENDLY-Steps to the Beach - 45 Min to Salem, MA - WINTER RENTALS AVAILABLE
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our newly renovated 2 bedroom, 1 bath beach getaway perfectly located one street back from the beautiful Sali ...
From $217 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Singing Beach Passes|Outdoor fireplace|Wraparound Deck|King Bed
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
→ Perfect family beach getaway includes 6 passes to Singing Beach and all the beach gear you'll need! → Less than a mile ...
From $386 per night (USD)VRBO
- From $142 per night (USD)
Expedia
PET FRIENDLY-Steps to the Beach - 45 Min to Salem, MA - WINTER RENTALS AVAILABLE
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our newly renovated 2 bedroom, 1 bath beach getaway perfectly located one street back from the beautiful Sali ...
From $142 per night (USD)Expedia
- From $587 per night (USD)
VRBO
Sunset Cove: Waterfront at Goose Cove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Waterfront on the Annisquam River in Gloucester, this exceptional vacation rental boasts wonderful views of the river an ...
From $587 per night (USD)VRBO
- From $575 per night (USD)
VRBO
Ocean views just steps to Back Beach, Front Beach, and downtown Rockport
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Come enjoy the ocean in Rockport. Fully furnished 3 bedroom 2 bath charming antique home with updated kitchen and baths. ...
From $575 per night (USD)VRBO
- From $840 per night (USD)
VRBO
Thurston Point: Deepwater River Dock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Get away from it all and unwind at this comfortable riverfront vacation retreat. Located in a quiet neighborhood, Thurst ...
From $840 per night (USD)VRBO
- From $466 per night (USD)
Expedia
Helena House: Close to Plum Cove Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Situated on a knoll in Gloucester's Bay View neighborhood, Helena House offers peekaboo views of Ipswich Bay from the se ...
From $466 per night (USD)Expedia
- From $399 per night (USD)
VRBO
Granite Cottage: Pigeon Cove Delight
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Granite Cottage, just renovated in 2025, affords plenty of peace and privacy in Pigeon Cove. With windows and doors that ...
From $399 per night (USD)VRBO
- From $265 per night (USD)
VRBO
You will love our location and will return for our hospitality!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
After the success of A Breezy Cottage, we set our sails on The Life of Reilly! The property was purchased in September, ...
From $265 per night (USD)VRBO
- From $95 per night (USD)
VRBO
Charming Boston Area Home < 1 Mi to Revere Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Venture off to the East Coast with a stay at this cozy Revere home, nestled less than a mile from the beach! Coming with ...
From $95 per night (USD)VRBO
- From $535 per night (USD)
Expedia
Spacious & Gracious 3 Bedrooms, 2 Full Baths Ranch Living in central location!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious, Private three bedroom, 2 full bathroom Ranch on over an acre of land within walking distance of Andover Center ...
From $535 per night (USD)Expedia
- From $376 per night (USD)
VRBO
In the heart of the historic district
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a quaint second and third floor apartment in the heart of the historic district of the town of Marblehead. Step ...
From $376 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Hotel Quality and Confy, close to the beach, sleeps 6
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 1
This home has all you need for your business or gateway in New England . With everything a Nice hotel has to offer ,this ...
From $179 per night (USD)Expedia
- From $512 per night (USD)
Expedia
Annisquam River Sunsets: Enjoy spectacular sunsets and a relaxed river vibe.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
You'll find river life at its best when you stay at this newly-built vacation rental home that sits along the banks of s ...
From $512 per night (USD)Expedia
- Click For Pricing
Expedia
Sage Hill: Long Beach & More!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage ...
Click For PricingExpedia




































































































