Dogtown woods Rentals
- From $395 per night (USD)
VRBO
Bayview Guest Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 3
This property is a 650 sq. foot cozy cottage on Ipswich Bay with unbeatable views facing west, making for beautiful suns ...
From $395 per night (USD)VRBO
- From $817 per night (USD)
VRBO
Beautiful Oceanfront Home in Estate Setting, Gloucester WINTER RENTAL AVAILABLE
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
A spacious, beautiful contemporary home on a private oceanfront estate near Gloucester's coveted Annisquam district, wit ...
From $817 per night (USD)VRBO
- From $385 per night (USD)
VRBO
WaterViews Overlooking Gloucester Inner Harbor \/Sunroom\/ Deck \/Walk to Town\/ AC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
VACATION or WORK or do a bit of both if it means you'll have longer to play here on Cape Ann! The preferred spot for all ...
From $385 per night (USD)VRBO
- From $526 per night (USD)
VRBO
Summer Cottage on Ipswich Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This quiet summer cottage was built in the 1890's, it's original charm has been retained, while updates have made it a c ...
From $526 per night (USD)VRBO
- From $331 per night (USD)
VRBO
Sunset Views, Waterfront Property, Dock - Sleeps 12
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Stunning sunsets, a parade of boats going by, a charming marina, and a beach brimming with natural beauty — these are th ...
From $331 per night (USD)VRBO
- From $210 per night (USD)
Expedia
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 $210 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Spectacular Views...Charming House with Guest House
- 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 ...
From $500 per night (USD)VRBO
- From $479 per night (USD)
VRBO
BEACH! Good Harbor NEW CONSTRUCTION!!!!
- Bedrooms:
- 4
- 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 $479 per night (USD)VRBO
- From $598 per night (USD)
VRBO
Evensong: Oceanview Retreat with Dock
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Unobstructed Water Views of The Annisquam in this newly-renovated "walls of glass" home boasting panoramic views of The ...
From $598 per night (USD)VRBO
- From $441 per night (USD)
VRBO
The Spinnaker: A hidden gem in Rockport village with roof deck and a garden.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located in Rockport village, The Spinnaker is the perfect rental home to feel worlds away from it all with a delightful ...
From $441 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Charming 3 bdrm Apartment in Heart of Rockport-Bearskin Neck-Walk to Beach -WiFi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Immerse yourself in the heart of America's most famous seaside artists' colony. Located on Bearskin Neck and nestled in ...
From $221 per night (USD)VRBO
- From $557 per night (USD)
VRBO
Waterfront Home with Spectacular Viewsof the Annisquam River
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Watch the beautiful sunsets over the Annisquam River from the deck or just enjoy the scenic views all day long of Pierce ...
From $557 per night (USD)VRBO
- From $624 per night (USD)
VRBO
Elegant Bayview Victorian Home - Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
A unique private estate, rich in history and natural beauty. The home was the residence of Benjamin F. Butler, the color ...
From $624 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingVRBO
- From $350 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 $350 per night (USD)VRBO
- From $293 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 $293 per night (USD)VRBO
- From $323 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 $323 per night (USD)VRBO
- From $410 per night (USD)
VRBO
Downtown Dahlias fully remodeled in the heart of Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Relaxing spot close to everything in Gloucester. Our three bedroom home is a two level home filled with everything to ma ...
From $410 per night (USD)VRBO
- From $325 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 $325 per night (USD)VRBO
- From $890 per night (USD)
VRBO
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 ...
From $890 per night (USD)VRBO
- From $164 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 spacio ...
From $164 per night (USD)VRBO
- From $323 per night (USD)
Expedia
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our beautiful three-bedroom, two-bathroom unit located in the heart of downtown Gloucester, MA. With its prim ...
From $323 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Mill Pond Cottage: Historic Gloucester charm with modern comforts.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Mill Pond Cottage offers a unique blend of old-world charm and modern comfort. With three bedrooms and a stunning view o ...
From $291 per night (USD)VRBO
- From $98 per night (USD)
Expedia
Walk to the ocean, very private. Secluded, woodsy location.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
We are a cozy studio in a unique setting. There is a babbling brook that runs through the property to the ocean. This wa ...
From $98 per night (USD)Expedia
- From $279 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 $279 per night (USD)VRBO
- From $301 per night (USD)
Expedia
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 $301 per night (USD)Expedia
- Click For Pricing
VRBO
Ocean Front with Views Daytona Beach Shores
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Front Condo with spectacular views, 1100 sq ft completely remodeled very clean and nicely furnished. Heated swi ...
Click For PricingVRBO
- From $350 per night (USD)
Expedia
Glorious Suite near Downtown with washer\/dryer
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
New to New England? Come stay at this peaceful, central, ground-level suite in downtown Gloucester! Enjoy walks to histo ...
From $350 per night (USD)Expedia
- Click For Pricing
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 ...
Click For PricingVRBO
- From $303 per night (USD)
Expedia
Lanesville 4BR Fully Renovated Home • Oceanfront Deck w\/ Grill+Outdoor Shower
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
- Rare quiet retreat in the quaint seaside village of Lanesville - Newly remodeled bathrooms and modern, fully equipped ...
From $303 per night (USD)Expedia
- From $175 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 $175 per night (USD)VRBO
- From $187 per night (USD)
Expedia
Anchors Away- Bearskin Neck Rockport- Steps to all
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
We are located directly in the Heart of Bearskin Neck, a historic Artists colony in Rockport. We are on a peninsula that ...
From $187 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This 950 square foot duplex one bedroom home is deceiving from the outside, once an old store in Lanesville Village now ...
From $229 per night (USD)VRBO
- Click For Pricing
VRBO
Victorian house on private estate with beaches, tennis and views
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 9
Old family house, Victorian style with mansard roof has all modern conveniences. Kitchen is fully equipped. Living room ...
Click For PricingVRBO
- From $371 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 $371 per night (USD)VRBO
- From $180 per night (USD)
VRBO
Seaside Community, Charming Year Round Home, Plum Cove Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Quaint home steps from Plum Cove Beach in Lanesville, a seaside village in Gloucester MA. The house was built in the la ...
From $180 per night (USD)VRBO
- Click For Pricing
VRBO
Privacy and a water view, five minutes to a private beach.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Annisquam has a quaint village and from this house, there are lovely walks, taking in beaches and classic New England ho ...
Click For PricingVRBO
- From $495 per night (USD)
VRBO
River Watch: Waterfront home with river views and a private dock.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Experience river life at its best along the banks of Mill River when you stay at this spectacular waterfront rental home ...
From $495 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Large rustic summer cottage with beautiful ocean sunsets
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Enjoy beautiful views and sunsets in this serene and rustic oceanfront cottage, located between Annisquam and Rockport o ...
From $550 per night (USD)VRBO
- From $274 per night (USD)
VRBO
Captain's Cottage: Traditional setting with a private footbridge to the beach.
- 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 $274 per night (USD)VRBO
- From $135 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 $135 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Sea Mist Cottage, Rockport, MA
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 3
SeaMist Cottage is located on a private yard in historic downtown Rockport, Massachusetts, a charming seaside community. ...
From $190 per night (USD)VRBO
- From $189 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 $189 per night (USD)VRBO
- From $130 per night (USD)
VRBO
Artist's Studio turned Guest House Sleeps up to 3
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 3
One room guest house with French doors leading to spacious deck, ocean views, less than 1/2 mile walk to Back Beach, vau ...
From $130 per night (USD)VRBO
- Click For Pricing
VRBO
Perfect apartment for a single or couple.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 2
Newly listed for 2014. Everything is brand new and there is a private entrance down a crushed stone path ending with a ...
Click For PricingVRBO
- From $399 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 $399 per night (USD)VRBO
- From $97 per night (USD)
VRBO
Luxury 1900's romantic retreat steps from the beach - King Suite!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our charming 1900's cottage, a hidden gem nestled in the heart of Gloucester's coastal paradise. Completely r ...
From $97 per night (USD)VRBO
- From $100 per night (USD)
Expedia
Beach Life Bliss - steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Delightful, dog friendly, 8 room romantic colonial home on beautifully landscaped lot just 5 doors from Plum Cove Beach. ...
From $100 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Lovely 3br apt in Gloucester, free parking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Gloucester is a beautiful city located in the southwest of England, known for its picturesque harbor, historic architect ...
From $237 per night (USD)VRBO
- From $475 per night (USD)
VRBO
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 $475 per night (USD)VRBO
- From $191 per night (USD)
VRBO
NEW Antique Cottage RARE PRIVATE SAUNA Lighthouse Beach Nearby Trails Firepit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
- This cozy antique cottage with historic charm is in a quiet tucked away neighborhood of Gloucester - the perfect spot ...
From $191 per night (USD)VRBO
- From $312 per night (USD)
VRBO
2 Bd\/2 Bth with 2 floors · King Beds · 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 $312 per night (USD)VRBO
- Click For Pricing
VRBO
Panoramic Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relax with the whole family at this peaceful place to stay: Overlooking Ipswich Bay in Annisquam, this tastefully renov ...
Click For PricingVRBO
- From $425 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 $425 per night (USD)VRBO
- From $88 per night (USD)
VRBO
Cozy & Elegant Winter Rental
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Enjoy the first floor in this centrally located, clean, and bright home -- beautifully crafted and decorated, yet unpret ...
From $88 per night (USD)VRBO
- Click For Pricing
Expedia
Experience Classic New England-walk to beach&shops
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
A great big home for a wonderful vacation for your family or group of friends. Lots of space for everyone inside and out ...
Click For PricingExpedia
- Click For Pricing
Expedia
Water Front Cozy Cottage With amazing Sunset
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This is an off season rental only for the entire house. There are unforgettable sunsets in this newly remodeled water f ...
Click For PricingExpedia
- From $431 per night (USD)
Expedia
Open concept, 2-level apartment with scenic view
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for a 2-level apartment to yourself for your next getaway? This open concept apartment is sure to please! You're ...
From $431 per night (USD)Expedia
- From $307 per night (USD)
VRBO
NEW 1BR with Private Deck + Ocean Views · King Bed · Private Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
• Newly remodeled and professionally furnished space! • Steps to Front Beach, Bearskin Neck cafes, restaurants, boutique ...
From $307 per night (USD)VRBO
- From $704 per night (USD)
VRBO
Riverfront luxury in Gloucester.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this stunning 4 bedroom, 3 bathroom vacation rental overlooking the picturesque Mill River, with views out to ...
From $704 per night (USD)VRBO
- From $295 per night (USD)
VRBO
Enjoy the pool at Rockport Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spend your days at the beach or relaxing poolside by your very own private pool. Rockport Hideaway is also only a short ...
From $295 per night (USD)VRBO
- From $389 per night (USD)
VRBO
Sea breezes and and ocean views in Rockport's north end.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ledge on Green is a charming two-bedroom, two-bathroom house nestled in Rockport's Pigeon Cove. It's a perfect retreat f ...
From $389 per night (USD)VRBO
- From $322 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 $322 per night (USD)VRBO
- From $187 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 $187 per night (USD)VRBO
- From $267 per night (USD)
VRBO
Quaint & Cozy Gem ~ Steps to Sea ~ BBQ ~ Parking!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to our Serene Coastal Cottage, an oasis of tranquility nestled just steps away from the breathtaking ocean and t ...
From $267 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Centrally located charmer with expansive patio, board games, W\/D, & central AC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Bianca's House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $304 per night (USD)Expedia
- From $494 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 $494 per night (USD)VRBO
- From $190 per night (USD)
VRBO
Cozy two bedroom house in the heart of Gloucester
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Keep it simple at this peaceful and centrally located place. This two bedroom house is just what you need for a family, ...
From $190 per night (USD)VRBO
- From $322 per night (USD)
VRBO
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 $322 per night (USD)VRBO
- Click For Pricing
Expedia
1 Bedroom Apartment By Harbor - Centrally Located
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly renovated, beautiful 1 bedroom second level apartment located right in the heart of Rockport with an unbeatable lo ...
Click For PricingExpedia
- From $331 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 $331 per night (USD)VRBO
- From $235 per night (USD)
Expedia
PERIWINKLE COTTAGE #2 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
OPEN YEAR ROUND - 2-night minimum stay. (Laundry is available to guests with stays 7-nights or longer only). In 2024 - ...
From $235 per night (USD)Expedia
- From $235 per night (USD)
VRBO
PERIWINKLE COTTAGE #1 - OPEN ALL YEAR - walk to everything, parking, wifi, quiet
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
OPEN YEAR ROUND - 2-night minimum stay. (Laundry is available to guests with stays 7-nights or longer only). In 2024 - ...
From $235 per night (USD)VRBO
- From $150 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 $150 per night (USD)VRBO
- From $400 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 $400 per night (USD)VRBO
- From $270 per night (USD)
Expedia
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 $270 per night (USD)Expedia
- Click For Pricing
VRBO
Charming cottage on seaside estate offers gorgeous views, private beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
"Little Driftwood" is a sweet and cozy, very small cottage with a rustic minimalist style, a gorgeous water view, and fu ...
Click For PricingVRBO
- Click For Pricing
Expedia
ROCKPORT, MA ~Private 1 bedroom Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The NEST is a delightfully rustic 1 bed/1 bath private apartment located in Rockport, MA. This cozy living space provide ...
Click For PricingExpedia
- From $338 per night (USD)
VRBO
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 $338 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Lovely 2br Cherry apt in Gloucester\/Free parking\/king bed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Have Fun with the whole family at this cute place and enjoy what Gloucester have to offer!! Here at our place you will b ...
From $162 per night (USD)Expedia
- From $150 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 $150 per night (USD)VRBO
- From $299 per night (USD)
Expedia
16 Bearskin Neck Vacation Rental, 16B Bearskin Neck Apartment- Stay in the heart of Bearskin Neck, R
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A centrally located two-bedroom apartment above The Pewter Shop on Bearskin Neck offering views of the harbor and downto ...
From $299 per night (USD)Expedia
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VRBO
Lanes Cove Coastal, Tranquil 2 Bed\/2.5 Bath
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Get away to the edge of the world, in the quiet village of Lanesville within historic Gloucester, in this beachy, serene ...
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- From $190 per night (USD)
Expedia
Lovely Upstairs Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This clean beach themed suite has everything you need. Large second-floor unit in this 2 unit multifamily building with ...
From $190 per night (USD)Expedia
- From $890 per night (USD)
VRBO
Best Beach House in Gloucester on a Private Beach! Welcome to Paradise!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
The Beach House is on a spot that is truly a paradise! No other property like this one to rent on the island! Can you ...
From $890 per night (USD)VRBO
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VRBO
Beach, Waterfront, Ocean view, shopping, restaurants, art, entertainment, fun!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Directly On-the-beach we offer one bedroom apartments located in Rockport's Cultural District, with shops, galleries, re ...
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- Click For Pricing
VRBO
Beach, Waterfront, Ocean view, shopping, restaurants, art, entertainment, fun!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Directly On-the-beach we offer one bedroom apartments located in Rockport's Cultural District, with shops, galleries, re ...
Click For PricingVRBO
- Click For Pricing
VRBO
Beach, Waterfront, Ocean view, shopping, restaurants, art, entertainment, fun!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Directly On-the-beach we offer one bedroom apartments located in Rockport's Cultural District, with bustling shops, art ...
Click For PricingVRBO
- From $198 per night (USD)
VRBO
Dot's Place: A sunny escape in the heart of Rockport.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This cute and sunny renovated 1BR apartment is located on a quiet lane in the heart of Rockport. Park your car and walk ...
From $198 per night (USD)VRBO
- From $284 per night (USD)
VRBO
Woodfall: A serene and tranquil Rockport getaway.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Woodfall is a lovely apartment located in a quiet and leafy residential neighborhood just a short walk to Rockport villa ...
From $284 per night (USD)VRBO
- From $368 per night (USD)
VRBO
The Harborview - Luxury 2 bedroom condo in Downtown Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a luxurious experience at this centrally-located condo in Downtown Gloucester. Newly built and finished home to a ...
From $368 per night (USD)VRBO
- From $225 per night (USD)
VRBO
Bright and airy home in Rockport, walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Our home is a Cape style Victorian era house with modern updates, hardwood floors and lots of charm. All the rooms have ...
From $225 per night (USD)VRBO
- From $404 per night (USD)
VRBO
Sage Hill: Perfectly situated for Long Beach, Gloucester, and Rockport.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Midway between two picturesque places, the seaside village of Rockport and the historic fishing port of Gloucester, Sage ...
From $404 per night (USD)VRBO
- From $350 per night (USD)
Expedia
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 $350 per night (USD)Expedia
- From $300 per night (USD)
VRBO
New Modern Downtown Apartment Overlooking Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
If you are looking for a unique experience, space and location with a contemporary design and current amenities you will ...
From $300 per night (USD)VRBO
- From $123 per night (USD)
Expedia
NEW Oceanside Village Home~Private Fenced Yard~Reserved Parking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
- Cozy home with 3 floors of space and ocean views from across the street! - A 10 minute drive to all the attractions o ...
From $123 per night (USD)Expedia
- From $429 per night (USD)
VRBO
The Duval House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Duval House was decorated with one thing in mind; Key West! Enjoy a slice of the southernmost point right here in Gl ...
From $429 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Cape Ann Reset
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Clear your head and relax in the Bayview neighborhood of Gloucester. Our comfortable home offers separate sitting areas ...
From $276 per night (USD)VRBO
- From $99 per night (USD)
VRBO
Studio Apartment- Walk 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 $99 per night (USD)VRBO
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VRBO
Airy, book-lined cottage on historic seaside estate with private beaches & more
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a heavenly stay on this historic private estate, with full access to two private beaches, a granite swimming pier, ...
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