Essex Area Rentals
From $458 per night (USD)VRBO
Walk to Good Harbor Beach. 3BR home, NEW Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
This lovely, tastefully decorated 3 BR home is 4/10 mile from the soft sands of spectacular Good Harbor Beach. Whether t ...
From $458 per night (USD)VRBO
From $377 per night (USD)VRBO
Former Carriage House on Plum Island Massachusetts
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy our renovated former carriage house tucked away off a quaint and quite residential side street on Plum Island, Mas ...
From $377 per night (USD)VRBO
From $437 per night (USD)VRBO
3 BR Salisbury Beach Ocean Front Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Come enjoy this ocean front getaway in Salisbury! Located directly on the sand with ocean views from the front porch (U ...
From $437 per night (USD)VRBO
From $918 per night (USD)VRBO
Charming, beloved house sleeps 8, with huge deck over pond & close to the ocean
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Come stay in our refurbished four bedroom, 2.5 bathroom, house on a quiet, beautiful private way in Marblehead, MA. You ...
From $918 per night (USD)VRBO
From $702 per night (USD)VRBO
Perfect Good Harbor Beach vacation home for large and/or extended family getaway
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
1st FL common kitchen, living room, dining room, full bath and sun room with pull out couch. First FL in-law apartment ...
From $702 per night (USD)VRBO
From $653 per night (USD)Expedia
Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Waterfront on Gloucester’s Rocky Neck. Swim from your private beach or from your tidal dock and enjoy the waters of scen ...
From $653 per night (USD)Expedia
From $417 per night (USD)VRBO
Folly Cove Cottage: Picturesque home near lovely and scenic Folly Cove.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Select any season of the year to spend in picturesque Rockport on the leeward side of oft painted Folly Cove. Enjoy the ...
From $417 per night (USD)VRBO
From $977 per night (USD)Expedia
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
This is the vacation house you have been looking for! Perfectly located only a few steps from the world famous Wingaersh ...
From $977 per night (USD)Expedia
From $746 per night (USD)VRBO
Beach Front Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Open concept living, dining and kitchen area. Large white quartz island, great for family gatherings. Large windows with ...
From $746 per night (USD)VRBO
From $362 per night (USD)VRBO
RiverView: Summer at Its Best: Walk to 4EverFab Concert & Explore Downtown Beverly
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Want a uniquely Witch City Experience? Stay with us and enjoy special pricing for a group psychic reading or seance. Tr ...
From $362 per night (USD)VRBO
From $364 per night (USD)VRBO
Harbor View House, Walk to Beach, Sunsets from Deck
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated comfortable house with big backyard deck overlooking Gloucester harbor and gorgeous sunsets. Expansive perenni ...
From $364 per night (USD)VRBO
From $278 per night (USD)VRBO
Close to the City - Far from the Hassles
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
You can fall asleep to the sound of the waves! A private one-bedroom apartment with a deck, a grill and a garden. This q ...
From $278 per night (USD)VRBO
From $452 per night (USD)VRBO
Walk to two Town Beaches & Bearksin Neck from In-Town Colonial
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy our eclectic home as much as we do. This place is not a business property that we only do short term rentals. It i ...
From $452 per night (USD)VRBO
From $341 per night (USD)Expedia
Mill Lane: Enjoy all of Rockport's charms, right outside your door.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Stroll the quaint lanes of Rockport browsing at its many art galleries and boutiques on famed Bearskin Neck. Dine at the ...
From $341 per night (USD)Expedia
From $778 per night (USD)VRBO
Beautifully renovated OCEAN-FRONT luxury home on private beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
This is the house you've been looking for. Come and stay at this stunning custom-designed home on private Coffins Beach ...
From $778 per night (USD)VRBO
From $515 per night (USD)Expedia
The View: A classic New England cottage with panoramic ocean views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this private coastal paradise with breathtaking panoramic views of the Atlantic Ocean, Granite Pier, Rockport' ...
From $515 per night (USD)Expedia
From $894 per night (USD)VRBO
Rockport, MA 3 BR 2017 Old Garden Beach Home With Gorgeous Views And Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Built in 2017, great location, steps to Old Garden Beach, Headlands (green space at head of harbor), and downtown. Desi ...
From $894 per night (USD)VRBO
From $973 per night (USD)Expedia
Private riverfront home with tidal dock, Annisquam Singing Pines
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Imagine a summer of bliss, swimming from the dock at high tide, or from the sandy beach at low tide, when you stay at An ...
From $973 per night (USD)Expedia
From $964 per night (USD)VRBO
Straitsmouth Cove: Outstanding ocean views at Gap Head Cove in Rockport.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Straitsmouth Cove is a classic seaside "cottage" in a sublime location on Rockport’s Gap Cove. This elegant vacation hom ...
From $964 per night (USD)VRBO
From $713 per night (USD)Expedia
Salt Island Views: Walking distance to Good Harbor & Long Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Good Harbor Beach, one of Gloucester's finest stretches of sand, is just a five minute walk from this comfortable ocean- ...
From $713 per night (USD)Expedia
From $890 per night (USD)VRBO
Over By Good Harbor: Phenomenal views and just 0.2 miles to the beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Just up the street from Good Harbor Beach, this well-appointed and perfectly located vacation rental is the ideal home b ...
From $890 per night (USD)VRBO
From $1720 per night (USD)Expedia
Golden Sands at Good Harbor: Just walk across the street to the beach.
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
Golden Sands is the quintessential turn of the century Gloucester beach "cottage." With views of Good Harbor Beach, the ...
From $1720 per night (USD)Expedia
From $230 per night (USD)VRBO
Sweet cozy house located in Pigeon Cove
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Lovely furnished three bedroom, one bath house in Pigeon Cove. Kitchen is fully stocked with all the needed items. Newl ...
From $230 per night (USD)VRBO
From $781 per night (USD)Expedia
Pleasant House: Old-world charm with modern updates in the heart of the village.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This gorgeous in-town Victorian vacation rental home offers the best of all worlds, blending old-world charm with a fun, ...
From $781 per night (USD)Expedia
From $828 per night (USD)VRBO
Long Beach House: Large, comfortable home just 285 ft from the white sands!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This large and comfortable vacation home is just steps from the white sands of Long Beach--a perfect summer location! Bu ...
From $828 per night (USD)VRBO
From $751 per night (USD)Expedia
Afternoon Delight: Toast the beauty of the river from the waterfront deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled in a cul de sac and fronting on the Crane River, Afternoon Delight in historic Beverly is the perfect place to w ...
From $751 per night (USD)Expedia
From $767 per night (USD)VRBO
Oceanside northerly half house with private access to Salisbury Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beach house comfort for family and besties just steps to Salisbury Beach via private access way (50 steps). Northerly h ...
From $767 per night (USD)VRBO
From $415 per night (USD)Expedia
Charming beach cottage just steps from the ocean
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy a week or more in this quaint cottage, just steps from Salisbury Beach. (Beach access is indicated in photos) This ...
From $415 per night (USD)Expedia
From $647 per night (USD)VRBO
Salem \"North Fields\" ! Entire house! Pets Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This is a circa 1900 granite foundation home in Salem's North Fields area. All plumbing and electricity have just been u ...
From $647 per night (USD)VRBO
From $1429 per night (USD)VRBO
Greater Newburyport at Beautiful Salisbury Beach an Absolutely 5⭐️⭐️⭐️⭐️⭐️ property!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Don’t pass on this one! One of the nicest properties around the Seacoast!!! The only thing missing is you...... Spectac ...
From $1429 per night (USD)VRBO
From $359 per night (USD)VRBO
Majestic summer rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Single family home with ocean view close to Old Garden Beach and Bearskin Neck. Sleeps eight on large spacious property. ...
From $359 per night (USD)VRBO
From $446 per night (USD)VRBO
Rarely Available Ocean Facing Walkable to Good Harbor Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy beautiful, unobstructed ocean views from this well appointed 1BR unit at less than hotel prices! Short stroll to f ...
From $446 per night (USD)VRBO
From $407 per night (USD)VRBO
Modern apartment on Salisbury Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Open concept beach apartment with private access to Salisbury Beach via gated passage way offering two bedrooms, living/ ...
From $407 per night (USD)VRBO
From $246 per night (USD)Expedia
Luxury Accommodations in Quiet Seaside Village
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Loft at Lane's Cove is a top floor, front to back unit with separate Queen bedroom and bath. Exposed high wood ceil ...
From $246 per night (USD)Expedia
From $350 per night (USD)VRBO
Townhouse in Old Town with Harbor Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The property is one of two three-story townhomes in the original Three Cod Tavern (built in 1680) which served Marblehea ...
From $350 per night (USD)VRBO
From $370 per night (USD)Expedia
Garden by the Sea: Relax & enjoy wonderful coastal views. Walk to the beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Relax and take in wonderful views of Gloucester's beautiful Good Harbor Beach, with Thatcher Island beyond, from this br ...
From $370 per night (USD)Expedia
From $152 per night (USD)VRBO
Love Shack: Oceanfront Getaway - Salisbury Beach Music Nights & Weekend Fireworks!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Love Shack a newly furnished 1-bedroom cottage. Sitting across the street from the marshes at Salisbury Beac ...
From $152 per night (USD)VRBO
From $870 per night (USD)VRBO
Coastal Oasis with Unobstructed, Direct Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Incredible wrap around, direct ocean views and walkable to Good Harbor Beach! Beautifully appointed and maintained unit. ...
From $870 per night (USD)VRBO
From $626 per night (USD)VRBO
Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Riverdock Cottage was completely renovated in 2017 and has received some new updates for the 2022 rental season, includi ...
From $626 per night (USD)VRBO
From $659 per night (USD)Expedia
Walk to Beach | Playground | Lighthouse | North End
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to this charming 3-bedroom, 1.5-bath cottage on the island's northern tip. Just steps from the beach, ...
From $659 per night (USD)Expedia
From $431 per night (USD)VRBO
Cozy Beach House only a few steps to the beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Between the Beaches is a great location. Set among the locals the beach is quiet even during peak summer season. It's ju ...
From $431 per night (USD)VRBO
From $239 per night (USD)VRBO
Bell Buoy: Rare Coastal find with breathtaking Water Views from this Rockport Coastal Retreat!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Bell Buoy, a charming cottage and stunning seaside located in the heart of Bearskin Neck. From the rooftop d ...
From $239 per night (USD)VRBO
From $383 per night (USD)VRBO
Beach Bungalow: Choose your beach adventure!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This sweet vacation rental cottage is a short distance to two of Rockport's finest beaches - Cape Hedge and Long Beach. ...
From $383 per night (USD)VRBO
From $844 per night (USD)Expedia
Booth Cottage: Walk down a private path to fabled Singing Beach.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Known as "Booth Cottage", this charming and historic vacation rental home once belonged to actor Junius Brutus Booth, Jr ...
From $844 per night (USD)Expedia
From $1010 per night (USD)VRBO
Seaside House: Good Harbor Beach and the Back Shore right outside your door.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Location, location, location! This vacation home is large and comfortable and is just steps to the white sands and surf ...
From $1010 per night (USD)VRBO
From $463 per night (USD)VRBO
~Walk to Good Harbor Beach: Adorable 4 bedroom/2 bath Dog Friendly~AC-Summer fun
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Very sunny, clean and recently updated - 4 bedrooms, 2 bath home, (one bed is in separate in-law with bathroom) ranch, w ...
From $463 per night (USD)VRBO
From $298 per night (USD)VRBO
Breeze of Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedrooms, 1 Full Bath, Sleeps 6 Come to discover the hidden treasure of east coast – Cape Ann. Our home is in a lovel ...
From $298 per night (USD)VRBO
From $521 per night (USD)Expedia
Ryal Side Hideaway Cove: A hidden gem with river views in Beverly.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Ryal Side Hideaway Cove is a sunny and inviting vacation rental home nestled in the quiet residential neighborhood of Be ...
From $521 per night (USD)Expedia
From $978 per night (USD)VRBO
Beach Front Luxe: Italian vibes & coastal glam in Rockport! Steps to Downtown!!!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Enjoy a little bit of Italy in Coastal New England! Expansive Atlantic views, and steps to Front Beach, design enthusias ...
From $978 per night (USD)VRBO
From $697 per night (USD)VRBO
Plum Island Beach House with Privacy, Space, Water Views and Easy Beach Access!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
June 24th - 28th now open! August 22 - August 29 now available! Off Season weekend/weeks/months available. Inquire with ...
From $697 per night (USD)VRBO
From $740 per night (USD)VRBO
Spectacular views of Thatcher Island and the Atlantic Ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This home features spectacular views of Thatcher Island’s twin lighthouses, Loblolly Cove and the Atlantic Ocean from th ...
From $740 per night (USD)VRBO
From $397 per night (USD)VRBO
WATERFRONT- River & Harbors views, Walking Distance to Downtown, Beaches & Park
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Water Views from EVERY window, DECK & TV room overlooking Annisquam River. Harbor Views from Bedroom & Living room, ope ...
From $397 per night (USD)VRBO
From $571 per night (USD)VRBO
Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Greet each day with inspiring views of the Annisquam River from this charming vacation home and enjoy the most spectacul ...
From $571 per night (USD)VRBO
From $649 per night (USD)Expedia
Plaisance: Enjoy the best of Gloucester living.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Plaisance is a comfortable modern home nestled in a quiet, leafy neighborhood not far from Good Harbor Beach. The ground ...
From $649 per night (USD)Expedia
From $166 per night (USD)VRBO
Near Phillips Academy Andover.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
It is located near Phillips Academy, the Pike School, Merrimack college, and is a short ride to Boston and the coasta ...
From $166 per night (USD)VRBO
From $347 per night (USD)Expedia
Jewel Box: A gem of a rental home close to Good Harbor Beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Situated at the end of a quiet street and down the road from Good Harbor Beach, Jewel Box is a gem of a rental home. Thi ...
From $347 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $955 per night (USD)VRBO
Family home – 40 Atlantic Ave., Rockport, MA. Minutes walk to town and beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Leave your car in the driveway and walk to beach and town: 4-minutes to secluded Old Garden Beach, the Atlantic Pat ...
From $955 per night (USD)VRBO
From $715 per night (USD)VRBO
Two Beaches: Walk to Long Beach or Good Harbor!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ideally situated between two of Cape Ann's most beautiful beaches, this ideal vacation rental home is a mere 3-minute wa ...
From $715 per night (USD)VRBO
From $626 per night (USD)Expedia
Upscale Cottage On The Atlantic Ocean, Feet in Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This charming home was built in 2004 (upgraded in 2024) with a lot of attention to detail. The Atlantic Ocean is just st ...
From $626 per night (USD)Expedia
From $535 per night (USD)VRBO
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)VRBO
From $782 per night (USD)Expedia
Granite Pier: Blends craftsmanship with modern amenities. Water views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Granite Pier, with its unparalleled ocean views, is a traditional Cape Ann home with an unusual history. Built in the mi ...
From $782 per night (USD)Expedia
From $210 per night (USD)VRBO
Cozy, Waterview Old Quarryman boarding house
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Adorable 1 bedroom (with memory foam folding cot for xtra guests) Sleep Sofa. Has foma topper, High ceilings, laundry, ...
From $210 per night (USD)VRBO
From $302 per night (USD)VRBO
\"Absolutely lovely. The cottage, the beach, the town, the owners.\"
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
A Breezy Cottage is a very short walk to the charming beaches of Rockport, MA. It comfortably sleeps up to 7 people inc ...
From $302 per night (USD)VRBO
From $241 per night (USD)VRBO
Renovated Apartment in Marblehead Historic District
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This unit is located on the first floor of an antique home built in 1740 in the center of Marblehead's historic district ...
From $241 per night (USD)VRBO
From $712 per night (USD)Expedia
Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to your very own summer beach home! Located a short 3 minute walk from good harbor beach, this two level single ...
From $712 per night (USD)Expedia
From $603 per night (USD)VRBO
Sunset Cove: Waterfront home in Goose Cove section of Gloucester.
- 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 $603 per night (USD)VRBO
From $596 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 $596 per night (USD)VRBO
From $522 per night (USD)VRBO
Thurston Point: Waterfront rental with deepwater dock on Annisquam River!
- 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 $522 per night (USD)VRBO
From $501 per night (USD)Expedia
Helena House: European flair, 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 $501 per night (USD)Expedia
From $383 per night (USD)VRBO
Granite Cottage: Charming cottage in Rockport with private deck and views.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
From it's private deck, enjoy the views of Sandy Bay dotted with sailboats. Or, walk down the quiet lane to Granite Pier ...
From $383 per night (USD)VRBO
From $294 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 $294 per night (USD)VRBO
From $322 per night (USD)VRBO
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 $322 per night (USD)VRBO
From $818 per night (USD)Expedia
Landmark Lookout: Lovely views of Sandy Bay and the Atlantic Ocean.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy beautiful views of Sandy Bay and the Atlantic from this classic New England vacation rental home on Rockport's Pig ...
From $818 per night (USD)Expedia
From $230 per night (USD)VRBO
VIEWS! Annisquam Bridge House at Lobster Cove. June dates discounted.
- 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 $230 per night (USD)VRBO
From $301 per night (USD)Expedia
Marblehead Charmer - Fully Renovated 1920 Cottage
- Bedrooms:
- 2
- 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 $301 per night (USD)Expedia
From $242 per night (USD)VRBO
FOR BUSINESS AND PLEASURE TRAVELERS Main Bedroom
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Spacious Master Suite overlooking the Merrimack river includes a jetted tub, towel warmer, his' and 'hers' tiled bathroo ...
From $242 per night (USD)VRBO
Click For PricingExpedia
Sandy Bay: An oceanfront gem vacation rental with ocean views in Rockport.
- 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 ...
Click For PricingExpedia
From $572 per night (USD)VRBO
Squam Light: Nestled in the heart of Annisquam
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Located in the heart of the quaint and charming village of Annisquam, this newly renovated Gloucester cottage offers the ...
From $572 per night (USD)VRBO
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
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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 PricingVRBO
From $508 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 $508 per night (USD)VRBO
From $1065 per night (USD)VRBO
NEW Rental: 2 min walk to Private Coffin's Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy this fantastic beach house just a quick 5 minute walk to Coffin's Beach. → Sleeps 10 → 1 King bed, 2 Twin beds, ...
From $1065 per night (USD)VRBO
From $1092 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 $1092 per night (USD)Expedia
From $1097 per night (USD)VRBO
Seacroft: Classic Victorian home with views of the ocean and twin light houses.
- 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 $1097 per night (USD)VRBO
From $82 per night (USD)VRBO
For business and pleasure travelers. Blue room.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The space A sunny and bright private second-level room conveniently located in a beautiful 10,000 sq ft Mediterranean s ...
From $82 per night (USD)VRBO
From $399 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 $399 per night (USD)VRBO
From $373 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 $373 per night (USD)VRBO
From $487 per night (USD)VRBO
Private Pet Friendly hideaway near the beach and town center.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cottage on the Pond is tucked away from the summer crowds at the end of a picturesque lane with ocean views from the fro ...
From $487 per night (USD)VRBO
From $795 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 $795 per night (USD)VRBO
From $912 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 $912 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 $476 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 $476 per night (USD)VRBO
From $697 per night (USD)VRBO
Fantastic ocean views and 2 great beaches
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Ocean Crag has gorgeous ocean views and is located steps away from Cape Hedge and Long Beaches. Enjoy breathtaking view ...
From $697 per night (USD)VRBO
From $343 per night (USD)VRBO
Marblehead. Cottage on Whittier, new construction
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Property is a new bungalow style, 760 s.f.. unique home and is exceedingly comfortable. There is a bright and spacious f ...
From $343 per night (USD)VRBO
From $589 per night (USD)Expedia
Wingaerchic: Woodsy retreat in West Gloucester
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This very private contemporary house is perched on a shady hilltop near Gloucester's sandy Wingaersheek Beach. It's spac ...
From $589 per night (USD)Expedia
From $475 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 $475 per night (USD)VRBO
From $717 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 $717 per night (USD)VRBO
From $920 per night (USD)VRBO
Sunrise on the Cove: Unobstructed 180 degree views of Pigeon Cove.
- 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 $920 per night (USD)VRBO
From $373 per night (USD)Expedia
Joseph's Way: A charming cottage in a quiet setting, near Good Harbor Beach.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Just 4/10 of a mile from Gloucester's sandy Good Harbor Beach, Joseph's Way is delightful two bedroom property is nestle ...
From $373 per night (USD)Expedia