Gloucester Rentals
- From $150 per night (USD)
VRBO
Good Harbor Beach Apt.- 6\/10 mile walk
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one bedroom apt.- sleeps up to 4 ( 2 adults, 2 children) Bedroom has a queen size bed replaced in 2017. The livin ...
From $150 per night (USD)VRBO
- From $297 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 or if y ...
From $297 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 $325 per night (USD)
VRBO
4 Bedroom LUX House\/with Pool Next Door
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Nestled on private street in beautiful West Gloucester, this large vacation rental (you get the entire house-- not just ...
From $325 per night (USD)VRBO
- From $850 per night (USD)
VRBO
Dock!! 40' Deepwater Dock in Gloucester Harbor on Rocky Neck-5 BDRM
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The Mooring is located on it's own peninsula surrounded by water in a unique section of Gloucester called Rocky Neck. R ...
From $850 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 $696 per night (USD)
VRBO
Ocean front and 3 beaches across ,parks, short walk to historic downtown!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Enjoy ocean front by staying right on the Boulevard of Gloucester with an amazing location and ocean views from the fron ...
From $696 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Walk To Good Harbor, OCEAN VIEWS, Open All Year!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: You and your family cannot beat this amazing Gloucester location, walking distance to the best beach in all of ...
From $311 per night (USD)Expedia
- From $457 per night (USD)
VRBO
Fabulous fully furnished vacation home between Good Harbor Beach and Long Beach!
- Bedrooms:
- 3
- 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 $457 per night (USD)VRBO
- From $639 per night (USD)
Expedia
PREMIUM PROPERTY - Private 2-Acre Retreat - MODERN 4 Bedrooms - See Video Tour
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
*NEW: We recently completed a full upgrade and modernization of the kitchen. In addition, we just completed a massive l ...
From $639 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Magnolia Ocean View Cottage
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Comfy cottage with stunning ocean views in the heart of Magnolia village. Convenient to beaches, stores and restaurant ...
From $475 per night (USD)VRBO
- From $376 per night (USD)
VRBO
Ocean View - Great Location | Beautiful, Warm & Spacious.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Sun-filled vacation house with water view in the beautiful Magnolia town in Gloucester. MA (CAPE ANN). This charming, b ...
From $376 per night (USD)VRBO
- From $883 per night (USD)
VRBO
Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil
- Bedrooms:
- 4
- 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 $883 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
- From $265 per night (USD)
VRBO
3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach
- Bedrooms:
- 3
- 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 $265 per night (USD)VRBO
- From $905 per night (USD)
VRBO
Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
This is the vacation house you have been looking for! It’s perfectly located only a few steps from the private & seclude ...
From $905 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Dog-Friendly, Waterfront Home with High-Speed WiFi, W\/D, & Two Decks
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 4
Point Radio Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $259 per night (USD)Expedia
- From $109 per night (USD)
VRBO
Charming Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ideal for up to four people, this apartment is located on the first floor of a two-unit building. It has two bedrooms, o ...
From $109 per night (USD)VRBO
- From $450 per night (USD)
VRBO
5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This historic home has great access to one of the best hidden gems of Gloucester, Stage Fort Park. Just a five minute wa ...
From $450 per night (USD)VRBO
- Click For Pricing
Expedia
Best of Gloucester
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Relaxing private location .4 beds 2 baths with full kitchen/pans/Dishwasher/Wash/Dryer.Renovated organic design integrat ...
Click For PricingExpedia
- From $215 per night (USD)
VRBO
Cozy 2 bedroom between the beach and downtown
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
We have a cozy 2 bedroom property on the edge of East Gloucester. We are about equidistant to downtown and Good Harbor B ...
From $215 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Private Estate with Guest Suite and Airstream on 5 Acres with Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The perfect get away for up to 6 guests. Feel like you're sleeping outside but in the comfort of an Airstream with two f ...
From $400 per night (USD)VRBO
- From $528 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 $528 per night (USD)VRBO
- 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 $323 per night (USD)
VRBO
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)VRBO
- From $841 per night (USD)
VRBO
Salt Marsh Cottage: Access to Coffins Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Salt Marsh is a large and comfortable vacation home with lush views that stretch across Farm Creek Marsh. This property ...
From $841 per night (USD)VRBO
- 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 $364 per night (USD)
Expedia
Loft on Main - DWTN, Beach, PVT Deck, Coffee Bar
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The Loft on Main is exquisitely decorated and furnished to help you enjoy a perfect trip in Gloucester. Our home is a 40 ...
From $364 per night (USD)Expedia
- From $438 per night (USD)
VRBO
The Birdhouse • Woodland Retreat • Gloucester+Essex • Firepit • Outdoor shower
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
- Get away from it all at this quiet woodland cottage perfect for outdoor enthusiasts, but with all the comforts of home ...
From $438 per night (USD)VRBO
- From $102 per night (USD)
Expedia
Classic charmer near the coast with with a firepit, outdoor shower, & beach gear
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Haskell Street Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $102 per night (USD)Expedia
- From $250 per night (USD)
VRBO
First Period Colonial Lodging in Gloucester MA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
As you step through the threshold of this sensitively restored 1680 residence, you are transported to an earlier time—im ...
From $250 per night (USD)VRBO
- 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 $350 per night (USD)
VRBO
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)VRBO
- From $371 per night (USD)
Expedia
Coastal retreat steps to the beach with smart TVs, desk, grill, children's items
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beau's Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $371 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Beautiful waterfront cottage!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Cottage located on the Little River in Gloucester. Like a breath of fresh air - Gateway Cottage boasts ample l ...
From $550 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $449 per night (USD)
VRBO
Cozy spacious home - Walk to both Good Harbor Beach and Long Beach, & Rockport
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Spacious private single family home, amenities throughout, five-minute walk to two gorgeous beaches. Walk or short drive ...
From $449 per night (USD)VRBO
- From $237 per night (USD)
Expedia
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)Expedia
- Click For Pricing
VRBO
Brand New Carriage House in charming East Gloucester-Walk to beaches
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Brand New Build, Fabulous, Brand new everything, Great layout. Modern, Simple, Charming with stairs leading to loft bedr ...
Click For PricingVRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $474 per night (USD)
VRBO
C by the Sea - Ocean View Penthouse
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to C by the Sea, our stunning penthouse apartment located in the heart of Gloucester, MA. This beautifully renov ...
From $474 per night (USD)VRBO
- From $266 per night (USD)
VRBO
#Weddings #Holidays #Corporate short term? Just need some “in between” place ?
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Stay on Cape Ann for the Holidays ! Celebrate Gloucester’s 400th celebrations and activities. Attending a local weddi ...
From $266 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 $275 per night (USD)
VRBO
English Tudor Manor-Walk To Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Unique Tudor Carriage House, beamed through out with 2 1/2 story Great Room with french doors overlooking grand lawn. Wa ...
From $275 per night (USD)VRBO
- 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 $650 per night (USD)
Expedia
Little River+Annisquam River access; rivers views from screenporch, deck, KingBR
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Wake up to views of saltmarsh & two rivers... sip/eat/read/doze/play by those same views on your breezy screen porch, op ...
From $650 per night (USD)Expedia
- 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 $97 per night (USD)
Expedia
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)Expedia
- From $100 per night (USD)
VRBO
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)VRBO
- From $229 per night (USD)
Expedia
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)Expedia
- From $750 per night (USD)
VRBO
1886 Captains Carriage House Secluded Luxury Eastern Point Gloucester MA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Luxury is located in a private residential area called Eastern Point, with remnants of an old fort. This modernized 1886 ...
From $750 per night (USD)VRBO
- From $774 per night (USD)
Expedia
NEW LISTING - Short Walk to Cape Ann's Best Beaches – Brand New Furnishings
- 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 $774 per night (USD)Expedia
- From $328 per night (USD)
VRBO
East Gloucester Beach House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly available! Book now to plan a spectacular Gloucester getaway on Cape Ann. Enjoy all Gloucester has to offer with i ...
From $328 per night (USD)VRBO
- 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 $263 per night (USD)
VRBO
The Quarry
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Take it easy at this unique and tranquil magical getaway. What this place offers Lake view Public or shared beach access ...
From $263 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 $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 $500 per night (USD)
VRBO
Gorgeous Oceanfront 2-Bdrm Apartment w\/ Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spectacular, furnished 2-bedroom apartment is just moments from the North Shore's iconic Good Harbor Beach, Bass Rocks G ...
From $500 per night (USD)VRBO
- From $920 per night (USD)
VRBO
Modern oceanfront home with scenic deck, grill, games, chef's kitchen, & W\/D
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Magnolia Tides Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $920 per night (USD)VRBO
- From $288 per night (USD)
VRBO
NEWLY Renovated Luxury Home, Walk To Town & Beach. 5 Bedroom, 3.5 Bath + Office.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Completely renovated home in desired area of East Gloucester. Perfect for families. Work remotely? No problem, in additi ...
From $288 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Sandpiper Cottage: Lighthouse views and walk to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated in summer 2023! Situated at the crest of East Gloucester’s Good Harbor Beach and Bass Rocks neighborhood ...
From $429 per night (USD)VRBO
- From $88 per night (USD)
Expedia
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)Expedia
- From $373 per night (USD)
VRBO
2BR\/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
. - Sunny and cheerful home with direct views of harbor, boating activity & glorious sunsets from your private deck & li ...
From $373 per night (USD)VRBO
- Click For Pricing
Expedia
The Buoys Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Take it easy at this unique and tranquil getaway. Located less than 3 miles from beautiful beaches, popular parks and lo ...
Click For PricingExpedia
- From $273 per night (USD)
VRBO
NEW \"The Mariner\" · 3BR\/2.5 Bth · Walk to Beach+Rocky Neck · Fenced Backyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy seaside elegance steps to Niles Beach and Rocky Neck at The Mariner. This charming, spacious rental is also close ...
From $273 per night (USD)VRBO
- Click For Pricing
Expedia
\"Captain's Lookout\" on Wonson Cove, Rocky Neck - Gloucester
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The Captain's Lookout is new to the market - the first 3 renters (two remaining) will get a 20% discount! Also, we are w ...
Click For PricingExpedia
- From $326 per night (USD)
VRBO
Gloucester Home w\/ Large Yard: 1 Mi to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seeking your next coastal adventure in New England? You’ll love this charming 2-bedroom, 2-bath vacation rental in Glouc ...
From $326 per night (USD)VRBO
- From $191 per night (USD)
Expedia
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)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
- Click For Pricing
Expedia
Cozy summer house near the beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Secluded location in Magnolia, Gloucester near beaches shops, restaurants and galleries. Fully heated when needed, air c ...
Click For PricingExpedia
- From $162 per night (USD)
VRBO
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)VRBO
- Click For Pricing
VRBO
Steps to Harbor, Park, Beach and Boardwalk
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located just 100 yards from one of Gloucester's best ocean bays, Pavilion Harbor, this vacation home gives a fresh beach ...
Click For PricingVRBO
- From $344 per night (USD)
VRBO
3BR\/2 BA Harborside Home · Fenced Backyard+Grill · Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
- Sunny and cheerful home with direct views of harbor, boating activity & glorious sunsets from your private deck & livi ...
From $344 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 $450 per night (USD)
VRBO
Magnolia Retreat: Ocean View, Fireplace, Musicians Paradise, Cappuccino Station
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Magnolia Retreat welcomes you into a charming home nestled in Magnolia, a quaint village of Gloucester, Massachusetts. ...
From $450 per night (USD)VRBO
- From $635 per night (USD)
VRBO
Beautiful Harbor View Walk to Beach 3b2bKings4beds
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Home DeepCleaned w Ozone. Newly available on VRBO! I have a 5 star rating and many reviews on AirBnB. Book now to plan ...
From $635 per night (USD)VRBO
- From $279 per night (USD)
VRBO
Shore Cottage - Coastal gem, a traveler favorite! Outdoor patio, central AC.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Shore Cottage is a newly renovated coastal inspired gem! Located near Gloucester’s famous boulevard and many other local ...
From $279 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 $431 per night (USD)
VRBO
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)VRBO
- 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
- 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
- From $271 per night (USD)
VRBO
Long Beach Suites: Excellent Winter Discounts!
- 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 $271 per night (USD)VRBO
- From $327 per night (USD)
Expedia
Long Beach Suites: Ocean Views, Book 2024 Already!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Recently built, Long Beach Suites is ready to welcome you this summer. With peaks of Long Beach, come stay in o ...
From $327 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Long Beach Suites: Book 2024 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 $181 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $614 per night (USD)
VRBO
Catch some Zzz at Niles Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Visit @ZzzNilesBeach on IG to explore our property gallery and local recommendations! ✔ Great location: 3 min walk to N ...
From $614 per night (USD)VRBO
- From $115 per night (USD)
Expedia
Bright top floor Studio with covered porch and ocean views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A beautiful and sunny Studio apartment in the heart of the desirable beach community of Magnolia. This studio is on the ...
From $115 per night (USD)Expedia
- From $1179 per night (USD)
VRBO
Secluded, 180 Degree View Of Wingaersheek Beach From High Up On The Dunes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Private, newly renovated beach house on hilltop overlooking two mile white sand Wingaersheek Beach with access and 5 car ...
From $1179 per night (USD)VRBO
- From $921 per night (USD)
VRBO
Bell View: Private tennis court and an in-law suite.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Your Gloucester vacation experience awaits you in this spacious and versatile vacation home. Bell View can accommodate u ...
From $921 per night (USD)VRBO
- Click For Pricing
VRBO
⭐️ Beautiful 4+ Bedroom Annisquam W\/ Private Beach Access 🏖
- Bedrooms:
- 0
- Bathrooms:
- 5
- Sleeps:
- 12
This a beautifully constructed, family-friendly 4 bedroom, 4 full bathroom home in the heart of Annisquam, one of the mo ...
Click For PricingVRBO
- From $305 per night (USD)
VRBO
River's Edge: A charming 2BR riverfront home in Gloucester.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Exquisitely renovated by the owner-architect, every detail of this charming vacation home has been thoughtfully consider ...
From $305 per night (USD)VRBO
- From $232 per night (USD)
VRBO
Lanesville Cove Retreat Home
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our serene, open floor plan home features everything you need for a short stay or a long term get away. Our goal was co ...
From $232 per night (USD)VRBO
- From $840 per night (USD)
VRBO
Waterfront Wingaersheek Beach Unobstructed Panoramic Ocean and Lighthouse Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
At the end of a road, perched on rocks, this remarkably sited year-round waterfront home accesses sparkling smooth white ...
From $840 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Harbortown Hideaway: Charming home in downtown Gloucester with water views.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located in Gloucester's Harbortown neighborhood, the name Harbortown Hideaway perfectly suits this vacation rental. A ch ...
From $384 per night (USD)VRBO
- Click For Pricing
VRBO
Waterfront Home, Private Dock, Ocean Access, 4+ Bedroom, 2 Bath, Porch, Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Unforgettable New England waterfront experience in this tri-level converted cottage situated directly on Little River, j ...
Click For PricingVRBO