South Woods, Massachusetts Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in South Woods, Massachusetts on RentalSaver.com!

South Woods Rentals

From $298 per night (USD)
VRBO
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Quaint and comfortable single family house on a small and quiet tree-lined dead end street. 2 bedrooms and 2 living roo ...
From $298 per night (USD)
VRBO
From $852 per night (USD)
VRBO
Completely renovated! Charming Rockport home with views of Whale Cove.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Newly renovated (2023) historic South End home with bright, sun-filled rooms: many with ocean views. Large kitchen with ...
From $852 per night (USD)
VRBO
From $184 per night (USD)
VRBO
cozy townhouse
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
very cute space,2 floors, central to beaches, downtown,shops,restaurants,1 bedroom,1 bath, small porch on the front, sma ...
From $184 per night (USD)
VRBO
From $763 per night (USD)
Expedia
Luxury Home in the Heart of Rockport
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Gorgeous house in Rockport, steps to beach, town, train, Shalin Liu performance center! This home is located on a quiet ...
From $763 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Oceanview Kingsize South End Studio NO FINAL CLEANING FEE
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly remodeled, this spacious & immaculate king-size suite has lovely views of the ocean from your perch above the tree ...
From $249 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Beach cottage walkable to Good Harbor and Long Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summer at its best! A delightful spot near the beach, nice private fenced in backyard, walkable to Long Beach and Good H ...
From $475 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Long Beach Gloucester 2 minute walk to Beach. Big yard & lush gardens. Pet Okay!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The week of July 19 - 26, 2025 has just opened up! This is your chance to enjoy Long Beach, only a few steps to the sa ...
From $481 per night (USD)
VRBO
From $391 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 $391 per night (USD)
Expedia
From $345 per night (USD)
VRBO
WALK TO BEACH! Great Location! Booking for Sept & October 2025! Close to Salem!
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 $345 per night (USD)
VRBO
From $382 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 $382 per night (USD)
Expedia
From $497 per night (USD)
VRBO
'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 $497 per night (USD)
VRBO
From $369 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 $369 per night (USD)
Expedia
From $466 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 $466 per night (USD)
VRBO
From $532 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 $532 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Walk to Beach, Shops & Train – 3BR, AC, Parking, Pets OK
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Just an hour from Boston, this classic New England cottage puts you in the heart of Rockport. Stroll to Front and Back ...
From $381 per night (USD)
VRBO
From $166 per night (USD)
Expedia
Cozy Cottage Old Fashioned Charm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Please Read carefully and check out photos with captions on room details. Walk to beaches from this adorable old fashio ...
From $166 per night (USD)
Expedia
From $358 per night (USD)
VRBO
NEW Rockport Studio · Walk to Bearskin Neck · Reserved Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
→ Perfect Rockport getaway only 5 minute walk to Old Garden Beach → Walk 5-10 minutes to Downtown Rockport where you'll ...
From $358 per night (USD)
VRBO
Click For Pricing
Expedia
Beautiful Rockport, steps to Front Beach, restaurants, shopping
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful fully furnished condo, just steps to Front Beach with ocean views. Accommodations for up to 4 guests, with se ...
Click For Pricing
Expedia
From $658 per night (USD)
VRBO
Tuna Wharf Townhouse has been sold and is no longer available to rent.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Feel free to contact me and I can refer you to other STR's Thanks! Jonathan Steps from the junction of Bearskin Ne ...
From $658 per night (USD)
VRBO
From $541 per night (USD)
Expedia
5-star home with quick walk to 2 beaches!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Renovate beach home, steps from two of New England's most beautiful beaches, Good Harbor and Long Beach! This beautiful ...
From $541 per night (USD)
Expedia
From $615 per night (USD)
VRBO
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A quaint 4 bedroom family cottage sits on the edge of the salt marsh and dunes of Good Harbor Beach in Gloucester, Massa ...
From $615 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Charming Studio, Private Bath, Kitchenette, Deck, Walk to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Large attractive studio, windows with great winter views, leafy vista In the summer. Firm queen-sized bed. Well-equippe ...
From $170 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Charming cottage near the ocean w/beach access & near Gloucester
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Good Harbor Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $295 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Walk to Good Harbor and Long Beach -Vacation Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Walk to two beaches! Spend your day at the beach or relaxing on the porch with a book. 3 Bedrooms, 2 Baths, (Sleeps 6) ...
From $412 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Seaside Elegance with a Private Balcony – Wake Up to Harbor Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience coastal charm in The Captain's Quarters, a beautifully designed retreat at The Sail Loft. This inviting space ...
From $335 per night (USD)
VRBO
From $401 per night (USD)
VRBO
Charming Coastal Cottage, Steps to Ocean & Rockport Village!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Step into the charming 1BR 1Bath cottage in a tranquil area just a few steps away from Shalin Liu Performance Center, ar ...
From $401 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Harborside Oasis ★ Harbor View ★ Heart of Downtown
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
KEY FEATURES: 🌊 Sleeps 2 adults; 1 bedroom 🌊 Newly Renovated Modern Bathroom with standing shower 🌊 Modern and well-e ...
From $289 per night (USD)
VRBO
From $395 per night (USD)
Expedia
NEW 2BR Home Minutes to Downtown Rockport+Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This charming cottage is newly renovated with plenty of original character and fun details. Tucked away on a quiet lane ...
From $395 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Massachusetts Abode w/ Deck & Grill: Near Beaches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Take a much-needed break from your day-to-day and book a stay at this 2-bed, 1-bath Gloucester vacation rental! Convenie ...
From $231 per night (USD)
VRBO
From $282 per night (USD)
Expedia
The Crow’s Nest – Loft with Stunning Ocean Views!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Perched above the heart of Bearskin Neck, The Crow’s Nest is a bright and airy studio apartment offering a cozy yet styl ...
From $282 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Chic Downtown Loft ☆ Private Parking ☆ Ocean View
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy the coastal and seaside views from the renovated and bright "jewel" located in the charming seaside New England to ...
From $258 per night (USD)
VRBO
From $615 per night (USD)
Expedia
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This charming seaside cottage is newly renovated with lots of modern conveniences and plenty of original character. You' ...
From $615 per night (USD)
Expedia
From $410 per night (USD)
VRBO
Beachmont: 3 bedroom house near beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Just 1/3 of a mile from Good Harbor Beach in East Gloucester! Enjoy a relaxing beach getaway in Historic Gloucester, MA. ...
From $410 per night (USD)
VRBO
From $543 per night (USD)
Expedia
Private Deck and Apartment in the treetops. The Admiral's Loft!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Close to downtown but set back on a quiet dead end street, The Admiral's Loft sits high in the treetops with keyhole vie ...
From $543 per night (USD)
Expedia
From $462 per night (USD)
VRBO
NEW Home w/firepit l Walk to Bearskin Neck+Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Set amidst a quiet oasis off the beaten path this exquisite shingled cape residence epitomizes refined elegance while ef ...
From $462 per night (USD)
VRBO
From $528 per night (USD)
Expedia
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Your cozy getaway awaits in Rockport at this brilliant house. With 2 bedrooms, a bathroom, and essential amenities like ...
From $528 per night (USD)
Expedia
From $510 per night (USD)
VRBO
Single-level living in Rockport, walk to Long Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Escape to this charming 3-bedroom vacation home, nestled among the trees with ocean views. Step out onto the spacious de ...
From $510 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Rockport Cottage w/ Patio - Steps to Beach!
Bedrooms:
1
Bathrooms:
5
Sleeps:
11
Gather your crew and escape to the gorgeous shores of Massachusetts when you stay at this charming 5-bedroom, 1.5-bathro ...
From $451 per night (USD)
Expedia
From $705 per night (USD)
VRBO
Walk to Front Beach: Dtwn Rockport Retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Walk to Eats, Coffee Shops & Candy Stores | Furnished Balcony | Bikes + Beach Gear Located in the lively heart of Rockp ...
From $705 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Life of Reilly - Private & Serene Rockport Escape
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
New for Summer 2025! Life of Reilly is a stylish 2-bedroom, 1.5-bathroom vacation home tucked away on a serene 4.5-acre ...
From $458 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Bright Coastal Apartment in the center of Quaint New England Sea Town
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
New England the Hallmark way. Quaint coastal town, historic landmarks, long stretches of sandy beaches, rocky shoreline ...
From $246 per night (USD)
VRBO
From $421 per night (USD)
VRBO
Close to Good Harbor Beach, 3 bedroom apartment
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Located in a quiet neighborhood within a half mile of Good Harbor Beach, relax and enjoy the beauty of Gloucester. The ...
From $421 per night (USD)
VRBO
From $420 per night (USD)
VRBO
New 2-bedroom apartment in charming Rockport with AC, WiFi and Parking
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This Rockport apartment boasts 2 inviting bedrooms with 2 queen beds. The space includes AC, a washing machine, WiFi, an ...
From $420 per night (USD)
VRBO
From $493 per night (USD)
VRBO
Oceanfront penthouse 2 bed 2 bath situated on beach and downtown
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Renovated top floor apartment in the heart of the downtown Rockport historic district on the water. Private balcony with ...
From $493 per night (USD)
VRBO
From $1393 per night (USD)
VRBO
Stay at Good Harbor Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Summary: ✔ Just a 2-minute walk to the renowned Good Harbor Beach ✔ Expansive home featuring 1 King, 2 Queens, 2 Fulls, ...
From $1393 per night (USD)
VRBO
From $271 per night (USD)
VRBO
Peaceful and magical, full ocean view cottage at Rocky Shores by the sea.
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Situated at the front right corner of the semi-circle of Rocky Shores cottages, Cottage 19 is private and quiet, but clo ...
From $271 per night (USD)
VRBO
From $184 per night (USD)
VRBO
Newly Renovated One Bedroom Cottage - Walk to Long Beach/Good Harbor Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Please enjoy our fully renovated one bedroom, one bathroom cottage. It is a 5 minute walk to Long Beach, less a than 1 ...
From $184 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 $466 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 $466 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 $349 per night (USD)
VRBO
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 $349 per night (USD)
VRBO
From $788 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 $788 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 $534 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 $534 per night (USD)
Expedia
From $373 per night (USD)
VRBO
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 $373 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 $942 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 $942 per night (USD)
VRBO
From $973 per night (USD)
Expedia
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 $973 per night (USD)
Expedia
From $737 per night (USD)
VRBO
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 $737 per night (USD)
VRBO
From $901 per night (USD)
Expedia
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 $901 per night (USD)
Expedia
From $1720 per night (USD)
VRBO
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)
VRBO
$NEW \Tranquil Seas\ Rockport SUMMER Rental - Convenience, Comfort and Charm$
From $398 per night (USD)
VRBO
NEW \"Tranquil Seas\" Rockport SUMMER Rental - Convenience, Comfort and Charm
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This meticulous, cozy, air conditioned home requires nothing but your suitcase and the desire to relax and have fun. Par ...
From $398 per night (USD)
VRBO
From $354 per night (USD)
VRBO
Seaside Getaway Cottage w Deck, Parking, Ocean View, Shops
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to Seaside Cottage, an exquisite gem nestled in the picturesque coastal town of Rockport, Massachusetts. This ch ...
From $354 per night (USD)
VRBO
From $461 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 $461 per night (USD)
VRBO
From $248 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 $248 per night (USD)
VRBO
From $387 per night (USD)
Expedia
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 $387 per night (USD)
Expedia
From $1013 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 $1013 per night (USD)
VRBO
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 $764 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 $764 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
Click For Pricing
VRBO
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 Pricing
VRBO
From $322 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 $322 per night (USD)
Expedia
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 $322 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 $322 per night (USD)
VRBO
From $347 per night (USD)
VRBO
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)
VRBO
$\Absolutely lovely. The cottage, the beach, the town, the owners.\$
From $294 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 $294 per night (USD)
VRBO
From $712 per night (USD)
VRBO
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)
VRBO
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 $902 per night (USD)
Expedia
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 $902 per night (USD)
Expedia
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 $696 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 $696 per night (USD)
VRBO
From $1092 per night (USD)
VRBO
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)
VRBO
From $1143 per night (USD)
Expedia
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 $1143 per night (USD)
Expedia
From $411 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 $411 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 $508 per night (USD)
VRBO
Super cute Beachfront cottage, steps from beautiful sandy Long Beach
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 $726 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 $726 per night (USD)
VRBO
From $382 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 $382 per night (USD)
Expedia
From $764 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 $764 per night (USD)
VRBO
From $668 per night (USD)
Expedia
Sea Glass on South: Modern rustic chic, just steps from downtown Rockport
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Nestled on the edge of the village of Rockport, Sea Glass on South is a brand new and modern retreat, inspired by the Ne ...
From $668 per night (USD)
Expedia
From $1688 per night (USD)
VRBO
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 $1688 per night (USD)
VRBO
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 $172 per night (USD)
VRBO
Seaside vacation studio steps from beaches and harbor area in historic Rockport
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
RESERVATIONS NOW BEING ACCEPTED FOR SUMMER 2023 starting May through October! Ground floor efficiency studio private r ...
From $172 per night (USD)
VRBO
From $352 per night (USD)
VRBO
Peaceful retreat, newly-renovated, short walk to Good Harbor Beach + WIFI
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Enjoy your vacation sojourn in this newly-renovated home, a short walk to one of New England's most beautiful beaches. ...
From $352 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 $399 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 $399 per night (USD)
VRBO
From $287 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 $287 per night (USD)
VRBO
From $477 per night (USD)
VRBO
Charming year round cottage - Pet Friendly with Wi-Fi
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Please contact us for more details. We would love to discuss your vacation plans at our Home Away from Home. We are Pe ...
From $477 per night (USD)
VRBO

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