
South Woods Rentals

- From $763 per night (USD)VRBO 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)VRBO 
- From $249 per night (USD)Expedia 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)Expedia 
- From $1014 per night (USD)VRBO Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
 This is the Vacation Beach House you have been searching for. Perfectly located only steps to Long Beach Gloucester, thi ... From $1014 per night (USD)VRBO 
- From $467 per night (USD)VRBO Sea Glass House - Tranquil Retreat or Base for Adventure- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
 Whether you seek a tranquil seaside retreat or a base for adventure, this immaculate first floor apartment has 2 large s ... From $467 per night (USD)VRBO 
- From $400 per night (USD)VRBO 3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
 My husband and I want to assure you that we take your family's health and safety very seriously. Our house is professio ... From $400 per night (USD)VRBO 
- From $310 per night (USD)VRBO Quaint Simplicity on Quiet Lane, Spacious and Relaxing, Walk to Shops, Beaches- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
 This peaceful location on a quiet lane just outside of Rockport's downtown offers an easy place from which to enjoy the ... From $310 per night (USD)VRBO 
- From $377 per night (USD)VRBO Perfect Rockport Downtown Vacation Destination- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 Our fully renovated 3 bedroom cottage style unit offers all of the amenities needed for a perfect Rockport vacation. Ent ... From $377 per night (USD)VRBO 
- From $542 per night (USD)VRBO Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
 This recently renovated beach themed 3 level, 3 bedroom, 2.5 baths, fully stocked condo, has 2 unique outdoor spaces, an ... From $542 per night (USD)VRBO 
- From $354 per night (USD)VRBO Enchanting Harbor Views - Historic Bradley Wharf Bearskin Neck- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 Escape to a historical harborside treasure at our breathtaking 3rd-floor walk-up. As you step into the unit, prepare to ... From $354 per night (USD)VRBO 
- Click For PricingExpedia The Spinnaker: A hidden gem in Rockport village with roof deck and a garden.- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 Old world architecture meets modern living! This colonial home in Rockport has been beautifully renovated preserving ori ... Click For PricingExpedia 
- From $363 per night (USD)VRBO Ocean Views in this Charming 2 bedroom Cottage- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
 Charming two bedroom cottage. The property has a wonderful open kitchen and dining room that gives way to an ocean facin ... From $363 per night (USD)VRBO 
- From $634 per night (USD)VRBO Experience seaside charm near Good Harbor Beach!- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
 Come and enjoy this new home with roof top deck overlooking Good Harbor Beach. We are a 5 minute walk to the beach! We ... From $634 per night (USD)VRBO 
- From $235 per night (USD)VRBO Gladview Rockport Apt #gladview#thacher- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 Thacher Island and the twin light houses. Welcome to Rockport by the sea with Loblolly Cove 4 houses away. Open concep ... From $235 per night (USD)VRBO 
- From $222 per night (USD)VRBO Holbrook House: Charming Rockport Village House, Walk To Everything!- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
 A cozy, lovingly restored 1950's house. Walking distance to all that Rockport village and Bear Skin Neck has to offer. ... From $222 per night (USD)VRBO 
- Click For PricingVRBO Brilliant Ocean Views. Two Cottages - One price.- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
 'Back Beach Cottages' is a unique property with a two cottage set up. Both houses have wonderful views of the ocean and ... Click For PricingVRBO 
- From $211 per night (USD)VRBO Sea Mist Cottage, Rockport, MA- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
 SeaMist Cottage is located on a private yard in historic downtown Rockport, Massachusetts, a charming seaside community. ... From $211 per night (USD)VRBO 
- From $376 per night (USD)VRBO Good Harbor Beach Retreat ~ Walk to beach, shops, restaurants ~Dog Friendly- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
 Our adorable, 3 bedroom home is in a prime location for your vacation, with plenty of windows for ocean breezes. If yo ... From $376 per night (USD)VRBO 
- From $408 per night (USD)Expedia Experience Rockport charm, walk to the beach ,restaurants & Shalin Liu Center- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
 Welcome to our charming 3-bedroom vacation home in the heart of Rockport! Nestled just a short walk from the Shalin Liu ... From $408 per night (USD)Expedia 
- From $430 per night (USD)VRBO Cozy 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 $430 per night (USD)VRBO 
- From $350 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 $350 per night (USD)VRBO 
- From $259 per night (USD)VRBO Peaceful Cottage Retreat- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 A one bedroom, one bath, contemporary home features a light filled open floor plan. Located on a perfect road for walk ... From $259 per night (USD)VRBO 
- From $659 per night (USD)VRBO Beautiful Newly Built Custom Home, Spectacular Ocean Views- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 This luxurious, 3-year-old, ocean-view, custom home is found in the New England seaside town of Rockport. Windows surro ... From $659 per night (USD)VRBO 
- From $660 per night (USD)VRBO Beautiful vacation home. Reduced mos rates Oct-May. Plz contact for details.- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 Escape to our charming 3-bedroom vacation home in the heart of Rockport, just a short walk from the Shalin Liu Performan ... From $660 per night (USD)VRBO 
- From $539 per night (USD)Expedia Long Beach-Gloucester-2 minute walk to Beach! Large yard & lush gardens. Pup ok- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 ***FALL SPECIAL *** For our final available week in 2025, we are offering a ... From $539 per night (USD)Expedia 
- 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 $346 per night (USD)Expedia Seaside Escape just steps to Good Harbor beach in Gloucester- Bedrooms:
- 0
- Bathrooms:
- 2
- Sleeps:
- 5
 Charming 2 bedroom home located on a quiet Cul de Sac that's just steps to beautiful Good Harbor Beach. Completely renov ... From $346 per night (USD)Expedia 
- From $240 per night (USD)VRBO Charming Pet Friendly Studio Cottage On Quiet Lane- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
 Step away from your hectic life. Welcome to our homes by the sea. The scent of the ocean. The crack of a lobster claw. S ... From $240 per night (USD)VRBO 
- From $208 per night (USD)VRBO Quaint Waterfront Cottage- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 Relax and breathe the salt air in this charming waterfront cottage. It is on well-known Bearskin Neck with a large deck ... From $208 per night (USD)VRBO 
- From $407 per night (USD)VRBO Harborfront House Directly on Rockport’s Quiet and Beautiful Old Harbor- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 Idyllic for a couple or solo travelers who appreciate quality .Our historical, 19th-century comfortable waterfront house ... From $407 per night (USD)VRBO 
- From $261 per night (USD)VRBO Picturesque Rockport Queen Anne Cottage- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
 Great location in beautiful Rockport. The house is a ten minute walk into town - Bearskin Neck shopping, art galleries, ... From $261 per night (USD)VRBO 
- From $184 per night (USD)VRBO ✩1 min to Front Beach✩Cute Studio✩Prime location- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 ➤NEW wood tile throughout, exposed brick feels like a tiny home. ➤Brand new Queen size Murphy bed ➤sitting area, flat s ... From $184 per night (USD)VRBO 
- From $310 per night (USD)Expedia WALK TO BEACH! Great Location! Booking 2026! Close to Salem! Nov Availability!- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
 Look no further! Enjoy being a guest at this stylish beach bungalow! It is the perfect vacation spot for you and your fa ... From $310 per night (USD)Expedia 
- From $375 per night (USD)VRBO Dog-friendly apartment in a prime location - walk to town beaches- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
 Olde New House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ... From $375 per night (USD)VRBO 
- Click For PricingExpedia Twin Lights: Explore the village of Rockport!- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
 Enjoy coastal living in the beautiful historical town of Rockport. Twin Lights is a charming and recently renovated cott ... Click For PricingExpedia 
- From $1755 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 $1755 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 $531 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 $531 per night (USD)VRBO 
- From $717 per night (USD)VRBO Spacious Modern Beach House- Steps to Long Beach and Good Harbor- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
 Just steps to Long Beach, or a 10 minute walk to Good Harbor Beach, enjoy this clean, modern new single family home with ... From $717 per night (USD)VRBO 
- From $363 per night (USD)VRBO Joseph's Way: Quiet Beach Retreat- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
 Close to Gloucester's sandy Good Harbor Beach, Joseph's Way is delightful two bedroom property is nestled on a quiet woo ... From $363 per night (USD)VRBO 
- From $821 per night (USD)VRBO Good Harbor Beachfront at the Footbridge- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 10
 Single family house, over one hundred years old, accommodates ten. Three queen beds, one double bed with a trundle, and ... From $821 per night (USD)VRBO 
- From $224 per night (USD)VRBO Quaint getaway with full kitchen and lush yard - close to the beach and downtown- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 Vintage Rockport Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ... From $224 per night (USD)VRBO 
- From $367 per night (USD)Expedia Oceanfront home right on Long Beach near town & whale watching with tennis- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
 Oceanfront Cottage - Long Beach Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ... From $367 per night (USD)Expedia 
- From $861 per night (USD)VRBO The Aerie. 2 King beds, AC, outdoor shower. Walk to 2 local beaches- Bedrooms:
- 1
- Bathrooms:
- 8
- Sleeps:
- 16
 Welcome to Aerie! Enjoy this grand gathering house with great flow and enough rooms for all the beach lovers in your lif ... From $861 per night (USD)VRBO 
- From $670 per night (USD)VRBO Sweet, Bright, Water Views & 2 min walk to Beach Discounts available see below- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
 Come and make memories of a lifetime!! Easy living open floor plan, beachy bright and steps to Cape Hedge Beach and Long ... From $670 per night (USD)VRBO 
- From $700 per night (USD)VRBO Fantastic ocean views and 2 beaches! Read \"About this property\" for discounts- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
 For discounts text 603-801-1486. Ocean Crag has gorgeous ocean views and is located steps away from Cape Hedge and Long ... From $700 per night (USD)VRBO 
- From $1024 per night (USD)Expedia Beach & King - Stunning Ocean Views!- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
 Located across from Rockport's Front Beach, Beach & King is a beautiful Cape Ann Beach House rental on the North Shore i ... From $1024 per night (USD)Expedia 
- From $1125 per night (USD)VRBO Seacroft: Gracious Rockport Living- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 16
 This updated and well-cared for Victorian home with its captivating ocean views, sits high on two private acres at the e ... From $1125 per night (USD)VRBO 
- From $310 per night (USD)VRBO Walk to Good Harbor Beach, pet friendly, family beach home- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
 Enjoy a memorable family vacation in this fully furnished, 3 bedroom single-family home with deck, yard and marsh views, ... From $310 per night (USD)VRBO 
- From $379 per night (USD)VRBO STUNNING OCEAN VIEWS FROM OUR 2 BEDROOM COTTAGE- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
 "The Seaward" is located in a spectacular setting, (known by some as "the golden road of Rockport"). Spruce Cottage is ... From $379 per night (USD)VRBO 
- From $477 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 $477 per night (USD)VRBO 
- From $470 per night (USD)VRBO An Autumn Beach retreat - steps from ocean, drive to apple picking, local farms!- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
 This 4 bedroom plus loft, 2 full bathroom cottage is only a few feet from the beautiful and sandy Long Beach in Rockport ... From $470 per night (USD)VRBO 
- From $491 per night (USD)Expedia Downtown Home near the Beach & Downtown w/Gas Grill, Washer/Dryer & Deck- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
 High Street Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ... From $491 per night (USD)Expedia 
- From $609 per night (USD)VRBO The Haabah Beach Retreat—4 Minute Walk to Beach- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
 Two-bedroom gorgeous beach house overlooking Good Harbor Beach, located DIRECTLY on the Good Harbor estuary. The house i ... From $609 per night (USD)VRBO 
- From $134 per night (USD)VRBO Perfect apartment for a single or couple. Short walk to Front Beach and Town.- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 Private entrance down a crushed stone path ending with a garden patio. Close to beaches, downtown and the commuter train ... From $134 per night (USD)VRBO 
- From $560 per night (USD)VRBO Sandy Bay: An oceanfront gem- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
 Escape to an oceanfront gem with exquisite views of Rockport's Sandy Bay and the Atlantic Ocean. Located just a short di ... From $560 per night (USD)VRBO 
- From $191 per night (USD)Expedia The Waterline – A Private Harborfront Retreat- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
 Nestled in the historic Sail Loft building on Bearskin Neck, The Waterline offers a charming ground-floor retreat with s ... From $191 per night (USD)Expedia 
- From $575 per night (USD)VRBO Ocean views just steps to Back Beach, Front Beach, and downtown Rockport- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
 Come enjoy the ocean in Rockport. Fully furnished 3 bedroom 2 bath charming antique home with updated kitchen and baths. ... From $575 per night (USD)VRBO 
- From $265 per night (USD)VRBO You will love our location and will return for our hospitality!- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
 After the success of A Breezy Cottage, we set our sails on The Life of Reilly! The property was purchased in September, ... From $265 per night (USD)VRBO 
- Click For PricingVRBO Sage Hill: Long Beach & More!- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
 Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage ... Click For PricingVRBO 
- From $246 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 $246 per night (USD)VRBO 
- From $598 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 $598 per night (USD)VRBO 
- From $949 per night (USD)VRBO Family home – top 2 floors. 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 $949 per night (USD)VRBO 
- Click For PricingVRBO Two Beaches: Long Beach & 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 ... Click For PricingVRBO 
- From $397 per night (USD)VRBO Walk to Town & Train, Rockport Beaches & Shops – 3BR, AC, Parking- 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 $397 per night (USD)VRBO 
- From $642 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 $642 per night (USD)VRBO 
- From $639 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 $639 per night (USD)VRBO 
- From $453 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 $453 per night (USD)VRBO 
- From $221 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 $221 per night (USD)VRBO 
- From $432 per night (USD)VRBO Beach Bungalow: Long Beach Cottage- 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 $432 per night (USD)VRBO 
- Click For PricingExpedia Seaside House: Walk to Good Harbor Beach- 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 ... Click For PricingExpedia 
- From $258 per night (USD)VRBO 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 ... From $258 per night (USD)VRBO 
- From $374 per night (USD)Expedia Garden by the Sea: Walk to Good Harbor 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 ch ... From $374 per night (USD)Expedia 
- From $311 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 $311 per night (USD)VRBO 
- From $650 per night (USD)VRBO Ocean Beach Cottage ~ Just Steps Away from Sun Sand & Surf ~- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
 Nothing can compare to a summer vacation in Rockport; especially if its spent on Long Beach! You're sure to feel any st ... From $650 per night (USD)VRBO 
- Click For PricingVRBO 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 ... Click For PricingVRBO 
- From $393 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 $393 per night (USD)Expedia 
- Click For PricingVRBO Dot's Place: In the heart of Rockport- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
 Welcome to Dot’s Place, a bright and comfortable one-bedroom apartment in the heart of Rockport. Tucked away on a quiet ... Click For PricingVRBO 
- From $1181 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 $1181 per night (USD)VRBO 
- From $910 per night (USD)VRBO Straitsmouth Cove: Oceanfront Rockport Grandeur- 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 $910 per night (USD)VRBO 
- From $1049 per night (USD)Expedia Salt Island Views: 4-Season Beach House- 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 $1049 per night (USD)Expedia 
- From $738 per night (USD)VRBO Over By Good Harbor: Phenomenal views!- 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 $738 per night (USD)VRBO 
- From $178 per night (USD)Expedia Long Beach Suites: 3 Mins Toes To Sand!- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
 Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ... From $178 per night (USD)Expedia 
- From $280 per night (USD)VRBO Long Beach Suites: Book 2025 Summer Trip Today!- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
 Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ... From $280 per night (USD)VRBO 
- From $1061 per night (USD)Expedia Pleasant House in Rockport: Rock 'n' Roll Vibes- 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 $1061 per night (USD)Expedia 
- From $979 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 $979 per night (USD)VRBO 
- From $525 per night (USD)Expedia The View: The Name Says It All- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
 The View is a quintessential one-story New England cottage with stunning views of Pigeon Cove. This rental home has two ... From $525 per night (USD)Expedia 
- From $564 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 $564 per night (USD)VRBO 
- From $399 per night (USD)VRBO Walk to Town Beaches & Bearksin Neck from In-Town Colonial- Bedrooms:
- 1
- 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 $399 per night (USD)VRBO 
- Click For PricingVRBO 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 ... Click For PricingVRBO 
- From $194 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 $194 per night (USD)Expedia 
- From $208 per night (USD)VRBO Home with washer/dryer, gas grill, & outdoor dining - walk 5 minutes to beach- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
 Made for Beach Other Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ... From $208 per night (USD)VRBO 
- From $159 per night (USD)VRBO 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)VRBO 
- From $149 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 $149 per night (USD)VRBO 
- Click For PricingExpedia 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 ... Click For PricingExpedia 
- From $845 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 $845 per night (USD)VRBO 
- From $349 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 $349 per night (USD)VRBO 
- From $401 per night (USD)VRBO 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 $401 per night (USD)VRBO 
- From $285 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 $285 per night (USD)VRBO 
- From $195 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 $195 per night (USD)VRBO 
- From $417 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 $417 per night (USD)Expedia 
 
 



































































































