
South Woods Rentals

- From $124 per night (USD)
VRBO
Studio Apartment- short distance to Shops and Beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Are you looking for a quiet seaside retreat? Perfect for a writer or artist hoping to have a spot in this beautiful and ...
From $124 per night (USD)VRBO
- From $891 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; it has been beautifully renovated, b ...
From $891 per night (USD)Expedia
- From $1143 per night (USD)
VRBO
Long Beach House: Large, comfortable home just 285 ft from the white sands!
- Bedrooms:
- 3
- 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 $1143 per night (USD)VRBO
- From $761 per night (USD)
Expedia
The View: A classic New England cottage with panoramic ocean views.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to this private coastal paradise with breathtaking panoramic views of the Atlantic Ocean, Granite Pier, Rockport' ...
From $761 per night (USD)Expedia
- From $531 per night (USD)
VRBO
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
- Bedrooms:
- 3
- 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 $531 per night (USD)VRBO
- From $489 per night (USD)
Expedia
Walk to two Town Beaches & Bearksin Neck from In-Town Colonial
- Bedrooms:
- 2
- Bathrooms:
- 4
- 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 $489 per night (USD)Expedia
- From $374 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 $374 per night (USD)VRBO
- From $367 per night (USD)
Expedia
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 $367 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Home with washer\/dryer, gas grill, & outdoor dining - walk 5 minutes to beach
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Made for Beach Other Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $340 per night (USD)VRBO
- From $159 per night (USD)
Expedia
Tuscan Chic, New England Charm
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
A lovely self-contained studio apartment in an antique colonial home (c.1760) 400 steps from the Ocean (Old Garden Beach ...
From $159 per night (USD)Expedia
- From $177 per night (USD)
VRBO
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 $177 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Charming cottage near the ocean w\/beach access & near Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Good Harbor Haven Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $198 per night (USD)Expedia
- From $790 per night (USD)
VRBO
Perfect Good Harbor Beach vacation home for large and\/or extended family getaway
- Bedrooms:
- 6
- Bathrooms:
- 6
- 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 $790 per night (USD)VRBO
- From $468 per night (USD)
Expedia
Walk to Good Harbor Beach. 3BR home, NEW Kitchen
- Bedrooms:
- 3
- 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 $468 per night (USD)Expedia
- From $419 per night (USD)
VRBO
Walk to Good Harbor and Long Beach -Vacation Home
- Bedrooms:
- 3
- 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 $419 per night (USD)VRBO
- From $343 per night (USD)
Expedia
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 $343 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Newly Renovated One Bedroom Cottage - Walk to Long Beach\/Good Harbor Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $411 per night (USD)
Expedia
Prime location cape charmer – walk to all-beach, Village, & Atlantic path
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Willow Cove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $411 per night (USD)Expedia
- From $438 per night (USD)
VRBO
Adorable renovated house, steps from Front Beach and Town
- Bedrooms:
- 2
- 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 $438 per night (USD)VRBO
- From $426 per night (USD)
Expedia
Cpt John Butman House: Historic Charm in Rockport
- 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 ...
From $426 per night (USD)Expedia
- Click For Pricing
VRBO
Location location…min from Good Harbor Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Minutes from Good Harbor Beach. Quiet condo abutting Bass Rocks Golf Course. Beautifully landscaped grounds. Enjoy walks ...
Click For PricingVRBO
- From $821 per night (USD)
Expedia
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)Expedia
- From $324 per night (USD)
VRBO
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 $324 per night (USD)VRBO
- From $308 per night (USD)
Expedia
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 $308 per night (USD)Expedia
- From $895 per night (USD)
VRBO
NEW LISTING - Short Walk to Cape Ann's Best Beaches – Brand New Furnishings
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $895 per night (USD)VRBO
- From $432 per night (USD)
Expedia
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 $432 per night (USD)Expedia
- From $524 per night (USD)
VRBO
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 $524 per night (USD)VRBO
- From $226 per night (USD)
Expedia
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 $226 per night (USD)Expedia
- From $332 per night (USD)
VRBO
Lovely Rockport Apartment, Walk to Beaches!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Experience a relaxing coastal retreat in the historic town of Rockport, Massachusetts, when booking this charming vacati ...
From $332 per night (USD)VRBO
- From $669 per night (USD)
Expedia
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 $669 per night (USD)Expedia
- From $391 per night (USD)
VRBO
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 $391 per night (USD)VRBO
- From $437 per night (USD)
Expedia
Family Friendly Townhouse 75 steps from Long Beach
- Bedrooms:
- 4
- 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 $437 per night (USD)Expedia
- From $492 per night (USD)
VRBO
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 $492 per night (USD)VRBO
- From $576 per night (USD)
Expedia
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 $576 per night (USD)Expedia
- From $538 per night (USD)
VRBO
Inviting Rockport Rental w\/ Deck: Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $538 per night (USD)VRBO
- From $283 per night (USD)
Expedia
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 $283 per night (USD)Expedia
- From $399 per night (USD)
VRBO
2BR\/2.5Bath|KING Suite|Balcony|Reserved Parking!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
• Steps to Front Beach, Bearskin Neck cafes, restaurants, boutiques, art shops, and the Shalin Liu Performance Center. • ...
From $399 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Quaint Two-bedroom House with Ocean Views in the South End of Rockport
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our Tranquil Two-bedroom House with Ocean Views in the South End of Rockport! Our quaint 2 bedroom house is ...
From $351 per night (USD)Expedia
- Click For Pricing
VRBO
The Solar Powered Dogtown Cabin at Applecart Farm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walkin ...
Click For PricingVRBO
- From $467 per night (USD)
Expedia
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 $467 per night (USD)Expedia
- From $504 per night (USD)
VRBO
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 $504 per night (USD)VRBO
- From $556 per night (USD)
Expedia
Beachfront Condo with Ocean Views and Walk-to 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)Expedia
- From $251 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 $251 per night (USD)VRBO
- From $503 per night (USD)
Expedia
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)Expedia
- From $873 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 $873 per night (USD)VRBO
- From $394 per night (USD)
Expedia
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 $394 per night (USD)Expedia
- From $456 per night (USD)
VRBO
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 $456 per night (USD)VRBO
- From $423 per night (USD)
Expedia
country garden home 300 yrd to old garden beach on Sandy Bay!
- Bedrooms:
- 3
- 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 $423 per night (USD)Expedia
- From $407 per night (USD)
VRBO
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 $407 per night (USD)VRBO
- From $788 per night (USD)
Expedia
Sand Song: Just one block from Good Harbor Beach!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This delightful and charming vacation rental home is ideally situated just one block from Good Harbor Beach overlooking ...
From $788 per night (USD)Expedia
- From $238 per night (USD)
VRBO
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 $238 per night (USD)VRBO
- From $1609 per night (USD)
Expedia
Classic New England: Big Family Home; Spas|Garden|FirePit; walk to beach, shops.
- Bedrooms:
- 4
- Bathrooms:
- 9
- Sleeps:
- 18
* Ideal for family, friend vacation or work group retreats * Well stocked Kitchen * Plenty of Living, Dining, and Sleepi ...
From $1609 per night (USD)Expedia
- 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 $724 per night (USD)
Expedia
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 $724 per night (USD)Expedia
- From $321 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 $321 per night (USD)VRBO
- From $332 per night (USD)
Expedia
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 $332 per night (USD)Expedia
- From $386 per night (USD)
VRBO
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 $386 per night (USD)VRBO
- From $578 per night (USD)
Expedia
Lighthouse Lookout - Renovated, luxury ocean-view cottage, private garden & AC
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Lighthouse Lookout Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $578 per night (USD)Expedia
- From $513 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 $513 per night (USD)VRBO
- From $538 per night (USD)
Expedia
Oceanfront cottage on Rockport Harbor with Motif #1 view - walk everywhere
- 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 $538 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Peaceful ocean view apartment with direct beach access, grilling area, & firepit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Straitsmouth Station Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $417 per night (USD)VRBO
- From $614 per night (USD)
Expedia
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 $614 per night (USD)Expedia
- From $383 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 $383 per night (USD)VRBO
- Click For Pricing
Expedia
NEW Seaside Cottage Steps from the beach + Parking + Theater
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to a serene, newly-renovated cottage located just moments from both Front and Back Beach in Rockport. This cozy f ...
Click For PricingExpedia
- From $302 per night (USD)
VRBO
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 $302 per night (USD)VRBO
- From $289 per night (USD)
Expedia
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 $289 per night (USD)Expedia
- From $255 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 $255 per night (USD)VRBO
- From $426 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 $426 per night (USD)Expedia
- From $264 per night (USD)
VRBO
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 $264 per night (USD)VRBO
- From $173 per night (USD)
VRBO
Walk to Good Harbor Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Private suite and entrance with ocean sounds and fresh air. and quiet neighborhood that is in walking distance from Good ...
From $173 per night (USD)VRBO
- From $297 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 $297 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Seaside escape steps to the beach & town in a beautiful neighborhood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Open living concept featuring porcelain tile floors, granite countertops and bathroom with glass shower. A lovely garde ...
From $210 per night (USD)Expedia
- From $292 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 $292 per night (USD)VRBO
- From $307 per night (USD)
Expedia
The Crow’s Nest – Loft with Stunning Ocean Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $307 per night (USD)Expedia
- From $758 per night (USD)
VRBO
An oceanfront gem with exquisite views, close to downtown Rockport.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy sweeping views of Rockport's Sandy Bay and the Atlantic Ocean. Located just a short distance from Rockport village ...
From $758 per night (USD)VRBO
- From $274 per night (USD)
Expedia
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 $274 per night (USD)Expedia
- From $857 per night (USD)
VRBO
Newly Renovated Home with Pool and a 5-Minute 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 $857 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Newly Renovated 2BR Rockport Home w\/ parking Steps to Back Beach+Bearskin Neck!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This charming seaside cottage is newly renovated with lots of modern conveniences and plenty of original character. You' ...
From $404 per night (USD)Expedia
- From $985 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 $985 per night (USD)VRBO
- From $410 per night (USD)
Expedia
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)Expedia
- From $235 per night (USD)
VRBO
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 $235 per night (USD)VRBO
- From $462 per night (USD)
Expedia
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)Expedia
- From $2116 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 $2116 per night (USD)VRBO
- From $541 per night (USD)
Expedia
Single-level living in Rockport, walk to Long Beach!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 7
Escape to this charming 3-bedroom vacation home, nestled among the trees with ocean views. Step out onto the spacious de ...
From $541 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Rockport Cottage w\/ Patio - Steps to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 7
- 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 $444 per night (USD)VRBO
- From $486 per night (USD)
Expedia
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 $486 per night (USD)Expedia
- From $407 per night (USD)
VRBO
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 $407 per night (USD)VRBO
- From $777 per night (USD)
Expedia
Cape Hedge House - Gorgeous Water Views!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Escape to Cape Hedge House overlooking Saratoga Creek, Long Beach and Cape Hedge Beach in Rockport! Enjoy the soothing s ...
From $777 per night (USD)Expedia
- From $495 per night (USD)
VRBO
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 $495 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Ocean Front- 1 BR House-Directly on the ocean !
- Bedrooms:
- 3
- 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)Expedia
- From $434 per night (USD)
VRBO
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 $434 per night (USD)VRBO
- From $620 per night (USD)
Expedia
Portside Overlook: Village and Beach Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $620 per night (USD)Expedia
- From $784 per night (USD)
VRBO
Portside at Front Beach
- 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 $784 per night (USD)VRBO
- From $670 per night (USD)
Expedia
Charming 4 BR, 2 BA home in great location, ocean views & beach steps away!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
1912 cottage completely renovated in 2021, with huge wrap around porch where you can follow the sun all day, watching th ...
From $670 per night (USD)Expedia
- From $474 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. Deck with ocean view ...
From $474 per night (USD)VRBO
- From $313 per night (USD)
Expedia
Oceanfront and downtown Rockport 1 Bed 1 Bath apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Recently renovated, cozy one bedroom ideally located in downtown historic Rockport with an ocean view. 1 minute walk to ...
From $313 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Oceanfront one bedroom steps to the beach, situated in the center of town
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Kick back and relax in this comfortable coastal apartment perfect for couples or solo travelers. Ideally located in down ...
From $236 per night (USD)VRBO
- From $507 per night (USD)
Expedia
NEW! Charming 3-BR Rockport cottage\/Walk to beach.
- Bedrooms:
- 3
- 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 $507 per night (USD)Expedia
- From $621 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 $621 per night (USD)VRBO
- From $697 per night (USD)
Expedia
Mill Brook House: The Best of Rockport
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the heart of historic Rockport, Mill Brook House beautifully blends timeless charm with modern conveniences. ...
From $697 per night (USD)Expedia