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 $449 per night (USD)
VRBO
Adorable renovated house, steps from Front Beach and Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your private oasis in Rockport, just steps away from Front Beach. This charming home was recently fully reno ...
From $449 per night (USD)
VRBO
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Expedia
The Captain John Butman House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in Rockport Village, Captain John Butman House is steeped in history, originating in the days before the United ...
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Expedia
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VRBO
Walk to Rockport Waterfront, shops and restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
Beautifully renovated apartment in a great location. Exclusive use deck of in the front, exclusive use of patio out back ...
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VRBO
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Expedia
Location location…min from Good Harbor Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Minutes from Good Harbor Beach. Quiet condo abutting Bass Rocks Golf Course. Beautifully landscaped grounds. Enjoy walks ...
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Expedia
From $821 per night (USD)
VRBO
NEW *Rosea's Home by the Sea* Steps to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked away from the street with a private courtyard, this brand new three bedroom, two bath cottage is just steps away ...
From $821 per night (USD)
VRBO
From $240 per night (USD)
Expedia
Rockport Getaway near ocean, music hall & downtown
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This fresh, newly-renovated, well-appointed, garden-level two-bedroom condo comfortably sleeps four with full kitchen, b ...
From $240 per night (USD)
Expedia
From $206 per night (USD)
VRBO
The Orca – Modern Coastal Comfort Awaits
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Bold and inviting, The Orca is a stylish coastal retreat that celebrates Rockport’s seafaring heritage. Located within T ...
From $206 per night (USD)
VRBO
From $605 per night (USD)
Expedia
Short Walk to Cape Ann's Best Beaches!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Come escape to Rockport House, located in Gloucester MA, home of America’s historic fishing town and the best of New Eng ...
From $605 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Sea Glass House - Tranquil Retreat or Base for Adventure
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
The Property Whether you seek a tranquil seaside retreat or a base for adventure on land or water, this spacious, light ...
From $411 per night (USD)
VRBO
From $477 per night (USD)
Expedia
Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to your ideal seasonal destination! Located just a few steps from not one, but TWO gorgeous Massachusetts beach ...
From $477 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Ocean Breeze / 8-Minute Walk to Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ground level apartment with one bedroom (1 king bed) and a living room that converts into a second bedroom at night (1 q ...
From $207 per night (USD)
VRBO
From $276 per night (USD)
VRBO
Lovely Rockport Apartment, Walk to Beaches!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Experience a relaxing coastal retreat in the historic town of Rockport, Massachusetts, when booking this charming vacati ...
From $276 per night (USD)
VRBO
From $673 per night (USD)
VRBO
Oceanfront 4 BR/2 Bath Long Beach Vacation Home - Grill, Outdoor shower, AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Enjoy a good old fashioned summer in this classic 1930's four-bedroom beachfront cottage. It is all about LOCATION, LOCA ...
From $673 per night (USD)
VRBO
From $298 per night (USD)
Expedia
Adorable Beach house with lots of outdoor space and steps to Long Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
If you love the beach you will love our sweet 2 B 1 B cottage. Literally steps to gorgeous Long Beach. Enjoy breathtakin ...
From $298 per night (USD)
Expedia
From $434 per night (USD)
VRBO
Family Friendly Townhouse 75 steps from Long Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
~Great for families, pack and play and baby safety gates can be provided. ~Walking distance to Long beach, Good Harbor ...
From $434 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Updated home with a large deck, private yard & grill - walk to beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Pine House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $444 per night (USD)
Expedia
From $551 per night (USD)
VRBO
Location Location Location walk to all the favorite Rockport attractions
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 2 bedroom 1 full bath is super convenient. The property is walking distance to all the favorite Rockport attractio ...
From $551 per night (USD)
VRBO
From $736 per night (USD)
VRBO
Inviting Rockport Rental w/ Deck: Walk to Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Wake up by the water when you book a stay at this well-equipped and welcoming vacation rental in Rockport, MA! Primely l ...
From $736 per night (USD)
VRBO
From $337 per night (USD)
VRBO
1BR with Private Deck + Ocean Views· Private Parking · King Bed
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
• Newly remodeled and professionally furnished space! • Steps to Front Beach, Bearskin Neck cafes, restaurants, boutique ...
From $337 per night (USD)
VRBO
From $612 per night (USD)
Expedia
2BR/2.5Bath|KING Suite|Balcony|Reserved Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
• Steps to Front Beach, Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu Performance Center. • ...
From $612 per night (USD)
Expedia
From $288 per night (USD)
VRBO
2 Bd/2 Bth with ·King bed ·2 floors · Private Parking · Downtown Rockport
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
• Newly remodeled and professionally furnished space! • Steps to Front Beach, Bearskin Neck cafes, restaurants, boutique ...
From $288 per night (USD)
VRBO
From $383 per night (USD)
Expedia
The Bookstore · 2 Private Parking Spots · 2 King Beds · Downtown Rockport·
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
• Newly furnished and professionally designed space! • Steps to Front Beach, Bearskin Neck cafes, restaurants, boutiques ...
From $383 per night (USD)
Expedia
From $556 per night (USD)
VRBO
Beachfront Condo with Breathtaking Views and Beach Access
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Breathtaking ocean & beach views from this top floor unit in the heart of Rockport’s historic downtown. On the beach w ...
From $556 per night (USD)
VRBO
From $240 per night (USD)
Expedia
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 $240 per night (USD)
Expedia
From $503 per night (USD)
VRBO
Single family newly renovated home for rent in Rockport
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to the charming seaside town of Rockport, MA and experience a coastal retreat like no other. Our newly renovated ...
From $503 per night (USD)
VRBO
From $503 per night (USD)
VRBO
Seaside Getaway Cottage & Loft w Deck, 2 Parking, Ocean Views, Shops
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Welcome to the Seaside Cottage, an exquisite gem nestled in the picturesque coastal town of Rockport, Massachusetts. Thi ...
From $503 per night (USD)
VRBO
From $280 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 $280 per night (USD)
VRBO
From $427 per night (USD)
Expedia
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
- Full home with 2 levels and private yard with BBQ - Newly remodeled bathroom with walk in shower and fully equipped ki ...
From $427 per night (USD)
Expedia
From $438 per night (USD)
VRBO
country garden home 300 yrd to old garden beach on Sandy Bay!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
family friendly home 300 yrds to the beach on the famous SANDY BAY! swim,dive,fish , hike the famous ATLANTIC PATH const ...
From $438 per night (USD)
VRBO
From $405 per night (USD)
Expedia
Sea Glass House - Tranquil Retreat or Base for Adventure
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Property Whether you seek a tranquil seaside retreat or a base for adventure on land or water, this spacious, light ...
From $405 per night (USD)
Expedia
From $932 per night (USD)
VRBO
Sand Song: Just one block from Good Harbor Beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This delightful and charming vacation rental home is ideally situated just one block from Good Harbor Beach overlooking ...
From $932 per night (USD)
VRBO
$A Beautiful \WEE \ Place By The Sea in Rockport$
From $233 per night (USD)
Expedia
A Beautiful \"WEE \" Place By The Sea in Rockport
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Explore the seaside treasures of Rockport and Gloucester & enjoy the tranquil retreat-like setting of this comfy 'Wee Co ...
From $233 per night (USD)
Expedia
From $1031 per night (USD)
VRBO
Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.
Bedrooms:
3
Bathrooms:
10
Sleeps:
18
* Ideal for family, friend vacation or work group retreats * Well stocked Kitchen * Plenty of Living, Dining, and Sleepi ...
From $1031 per night (USD)
VRBO
From $353 per night (USD)
Expedia
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 $353 per night (USD)
Expedia
From $628 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 $628 per night (USD)
VRBO
From $213 per night (USD)
Expedia
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 $213 per night (USD)
Expedia
From $384 per night (USD)
VRBO
Cozy coastal home with open interior, central AC, & streaming
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cozy Downtown Gem Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $384 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Quaint & Cozy Rockport Gem ~ Walk to Sea ~ BBQ & Private Parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Retreat to the gorgeous 1BR, 1Bath oasis offering easy access to the picturesque Rockport waterfront, local restaurants, ...
From $326 per night (USD)
Expedia
From $643 per night (USD)
VRBO
Breathtaking Newly Renovated Rockport Retreat
Bedrooms:
3
Bathrooms:
2
Sleeps:
10
Welcome to our charming coastal retreat in the heart of Rockport, Massachusetts. Nestled along the picturesque shores of ...
From $643 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Rustic Oceanfront Studio on Rockport Harbor, Wifi, Loft
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Rockport Sunday Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $295 per night (USD)
Expedia
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VRBO
Peaceful ocean view apartment with direct beach access, grilling area, & firepit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Straitsmouth Station Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For Pricing
VRBO
From $650 per night (USD)
VRBO
All-Season Beach Haven - walk to two beaches!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you don't know Gloucester, a stay at our Beach Haven is the best way to experience it - and if you do know it, you'll ...
From $650 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 $142 per night (USD)
Expedia
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
KEY FEATURES: 🌊 Sleeps 2 adults; 1 bedroom, 1 full-size Murphy bed/couch 🌊 Newly Renovated Modern Bathroom with standi ...
From $142 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Artistic guest suite with beautiful outdoor spaces, walk to town & beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Great Ledges Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $154 per night (USD)
VRBO
From $289 per night (USD)
Expedia
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)
Expedia
From $262 per night (USD)
VRBO
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 $262 per night (USD)
VRBO
From $411 per night (USD)
Expedia
NEW Rare Waterfront Luxury Penthouse Bearskin Neck
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Absolutely stunning "Penthouse" unit - in the heart of downtown Rockport. Take in this quintessential New England town i ...
From $411 per night (USD)
Expedia
From $207 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 $207 per night (USD)
VRBO
From $172 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 $172 per night (USD)
VRBO
From $224 per night (USD)
VRBO
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 $224 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Quiet Cozy Apt Minutes from the Beaches and Shops!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Kick back and relax after spending the day at nearby (0.7 miles) Cape Hedge Beach (free non resident parking), Pebble, o ...
From $270 per night (USD)
VRBO
From $510 per night (USD)
VRBO
Pool open for the season! Single family home, 5-Min walk to Good Harbor Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Be the first to stay at the newly renovated Twin Shores Poolside Haven! Escape to this charming 3-bedroom, 2-bath home ...
From $510 per night (USD)
VRBO
From $454 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 $454 per night (USD)
Expedia
From $989 per night (USD)
VRBO
Driftwood Long Beach
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Welcome to Your Seaside Escape in Rockport, MA! Nestled along the pristine shores of Long Beach, our beach house invite ...
From $989 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Private Rooftop Deck & Apartment with water views. Close to the train to Salem!
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 $295 per night (USD)
Expedia
From $413 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 $413 per night (USD)
VRBO
From $1039 per night (USD)
VRBO
Stay at Good Harbor Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Summary: ✓ 2-Min Walk – Steps from the renowned Good Harbor Beach ✓ Expansive Home – 1 King • 2 Queens • 2 Fulls • 5 Twi ...
From $1039 per night (USD)
VRBO
From $473 per night (USD)
VRBO
First Light: Long Beach Living
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 $473 per night (USD)
VRBO
From $478 per night (USD)
VRBO
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 $478 per night (USD)
VRBO
From $703 per night (USD)
VRBO
Rockport Pool House w/ Yard+Grill l 4BR/3BA l Park and Walk to Bearskin Neck!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Dreaming of a Rockport Vacation where you can choose from beach or pool time? Look no further than this spacious 4 bedro ...
From $703 per night (USD)
VRBO
From $349 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 $349 per night (USD)
Expedia
From $716 per night (USD)
VRBO
Cape Hedge House: Views, Views, Views!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Escape to Cape Hedge House overlooking Saratoga Creek, Long Beach and Cape Hedge Beach in Rockport! Enjoy the soothing s ...
From $716 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Portside Glimpse: Peekaboo Views of Front Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get away to this modern one-bedroom apartment located in the heart of downtown Rockport. Portside Glimpse is a bright an ...
From $353 per night (USD)
Expedia
From $491 per night (USD)
VRBO
Ocean Front- 1 BR House-Directly on the ocean !
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Newly gutted renovated house. New bathroom, kitchen, living room, bedroom patio outside shower- new everything. We do a ...
From $491 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Portside Walkabout: Heart of Rockport Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Get away to this modern one-bedroom apartment located in the heart of downtown Rockport. Portside Walkabout is a charmin ...
From $343 per night (USD)
Expedia
From $587 per night (USD)
VRBO
Portside Overlook: Village and Beach Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Get away to this modern two-bedroom apartment located in the heart of downtown Rockport. With ocean views and decks on t ...
From $587 per night (USD)
VRBO
From $737 per night (USD)
Expedia
Portside at Front Beach: Downtown Rockport
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Portside at Front Beach is newly renovated 3-family home in a historic building in the heart of Downtown Rockport. Compl ...
From $737 per night (USD)
Expedia
From $260 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 $260 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Oceanview and downtown with direct beach access 1 Bed 1 Bath
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Recently renovated, cozy one bedroom with an ocean view ideally located in downtown historic Rockport. Private seasonal ...
From $181 per night (USD)
VRBO
From $171 per night (USD)
VRBO
Oceanfront one bedroom, private deck, steps to the beach & center of town
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Kick back in this cozy coastal apartment, perfect for couples or solo travelers. With a minimalist, tiny-home feel, it o ...
From $171 per night (USD)
VRBO
From $517 per night (USD)
VRBO
NEW! Charming 3-BR Rockport cottage/Walk to beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Charming 3 bedroom 2 1/2 bath home located in the historic seaside town of Rockport, MA. On a quiet side street, a short ...
From $517 per night (USD)
VRBO
From $421 per night (USD)
VRBO
4 BR Home l Walk to Beaches & Downtown l Reserved Parking & Beach Gear included
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
KEY FEATURES: ☆Entire 2 story fully renovated home that sleeps 8 adults comfortably ☆Private backyard with a gas grill a ...
From $421 per night (USD)
VRBO
From $581 per night (USD)
Expedia
Mill Brook House: A Colonial Original
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Nestled in the heart of historic Rockport, Mill Brook House beautifully blends timeless charm with modern conveniences. ...
From $581 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Colonial on High: Steps to Bearskin Neck shops, restaurants, beaches, and more!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
A short walk to Bearskin Neck and Front Beach, athis 3 bedroom 2.5 bathroom home is ideally located for everything that ...
From $290 per night (USD)
VRBO
From $695 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 $695 per night (USD)
VRBO
From $436 per night (USD)
VRBO
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 $436 per night (USD)
VRBO
From $528 per night (USD)
Expedia
Twin Lights Coastal Cottage
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in estate-like setting, this charming cottage offers stunning views of the iconic Twin Lighthouses on Thatcher i ...
From $528 per night (USD)
Expedia
From $360 per night (USD)
VRBO
Cozy 2BR ocean breeze cottage, AC, wifi, streaming tv, parking.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to Little Pearl Cottage, a newly renovated, charming and stylish coastal home across the street from the Atlanti ...
From $360 per night (USD)
VRBO
From $424 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 $424 per night (USD)
VRBO
From $449 per night (USD)
VRBO
Charming bungalow with pool! Walk to Front Beach and shops! Sep-Oct Availability
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
We are the delighted new owners of this well established & well loved short term rental! This Rockport bungalow sits on ...
From $449 per night (USD)
VRBO
From $323 per night (USD)
Expedia
Downtown home: walk to town, beach & regional rail station
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Blue Moon Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $323 per night (USD)
Expedia
From $358 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 $358 per night (USD)
VRBO
From $281 per night (USD)
Expedia
Charming Waterfront Home - Patio - AC - Projector - Kitchen - Shops - Dining
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Discover your dream Rockport getaway! You'll stay nestled on Bearskin Neck, in this cozy harborside condo boasting stunn ...
From $281 per night (USD)
Expedia
From $251 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 $251 per night (USD)
VRBO
From $454 per night (USD)
Expedia
cottage close to long beach and good harbor
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Summer at its best! A delightful spot near the beach with nice private backyard, walkable to Long Beach and Good Harbor ...
From $454 per night (USD)
Expedia
From $228 per night (USD)
VRBO
The Perch – Elevated Harbor Views in Rockport
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to The Perch, a serene second-floor escape nestled in the heart of Rockport’s iconic Bearskin Neck. This newly u ...
From $228 per night (USD)
VRBO
From $535 per night (USD)
VRBO
The Rockport Retreat-walk to beaches and downtown
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Spacious Rockport Retreat Just Blocks from Downtown & Beaches Enjoy the sights and charm of Rockport from this inviting ...
From $535 per night (USD)
VRBO
From $521 per night (USD)
VRBO
Waterfront Rockport Gem Steps to Shops and Beaches
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Escape to our stunning oceanfront cottage in Rockport! This open-concept home has a spacious living area with large floo ...
From $521 per night (USD)
VRBO
From $391 per night (USD)
Expedia
Charming 2-bedroom apartment in serene Rockport neighborhood
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Consider this apartment your home away from home while you visit Rockport. This peaceful retreat features 2 bedrooms wi ...
From $391 per night (USD)
Expedia
From $536 per night (USD)
VRBO
Bearskin Neck Retreat: Steps to Shops and Dining
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your perfect seaside getaway in Marblehead, MA! Nestled right next to the iconic Bearskin Neck, this charming ...
From $536 per night (USD)
VRBO

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