Accommodations in Dogtown, MA: Compare 10+ Sites & Save

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  5.  Gloucester
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348 Best Accommodations in Dogtown (Starting from $129)

Waterfront Escape Dock & More
Waterfront Escape Dock & More
House
Gloucester, MA, USA
1.9k from Dogtown center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

4 Bedrooms12 Guests
New to Booking
$1025
Average price / night
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River Watch: Waterfront home with river views and a private dock.
River Watch: Waterfront home with river views and a private dock.
House
Gloucester, MA, 01930, United States
1.4k from Dogtown center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
9.4

Superb

9 reviews

$886
Average price / night
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OFFICIAL SITE - Buoy 23 Vacation Home Gloucester, MA Deepwater dock
OFFICIAL SITE - Buoy 23 Vacation Home Gloucester, MA Deepwater dock
House
Gloucester, MA, USA
1.9k from Dogtown center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

4 Bedrooms7 Guests
New to Booking
$615
Average price / night
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Sunset Views, Waterfront Property, Dock - Sleeps 12
Sunset Views, Waterfront Property, Dock - Sleeps 12
House
Gloucester, MA, 01930, United States
1.5k from Dogtown center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen

4 Bedrooms12 Guests
10.0

Exceptional

97 reviews

$450
Average price / night
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Bianca's House
Bianca's House
House
Gloucester, MA, USA
2.3k from Dogtown center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
6.0

Review score

3 reviews

$326
Average price / night
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Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam
Terra Nova Cottage Waterfront! Enjoy stunning views & sunsets over the Annisquam
House
Gloucester, MA, 01930, United States
1.6k from Dogtown center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$515
Average price / night
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Spacious 2nd floor Suite
Spacious 2nd floor Suite
Apartment
Gloucester, MA, USA
2.4k from Dogtown center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Self-catering, Beach rentals

2 Bedrooms4 Guests
7.1

Good

7 reviews

$173
Average price / night
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Evensong: Oceanview Retreat with Dock
Evensong: Oceanview Retreat with Dock
House
Gloucester, MA, 01930, United States
1.6k from Dogtown center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

3 Bedrooms8 Guests
10.0

Exceptional

50 reviews

$594
Average price / night
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Glorious Suite near Downtown with washer/dryer
Glorious Suite near Downtown with washer/dryer
Apartment
Gloucester, MA, USA
2.4k from Dogtown center

Parking, Internet, Security/Safety, Child Friendly

3 Bedrooms4 Guests
8.7

Fabulous

19 reviews

$291
Average price / night
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Mill Pond Cottage: Timeless Gloucester Elegance
Mill Pond Cottage: Timeless Gloucester Elegance
House
Gloucester, MA, 01930, United States
1.6k from Dogtown center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
9.8

Exceptional

6 reviews

$553
Average price / night
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Massachusetts Abode with Deck and Grill Near Beaches!
Massachusetts Abode with Deck and Grill Near Beaches!
House
Gloucester, MA, USA
2.4k from Dogtown center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms4 Guests
9.3

Superb

4 reviews

$425
Average price / night
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Sunset Cove: Waterfront at Goose Cove
Sunset Cove: Waterfront at Goose Cove
House
Gloucester, MA, 01930, United States
1.7k from Dogtown center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms6 Guests
8.8

Fabulous

22 reviews

$771
Average price / night
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Guest suite in historical district
Guest suite in historical district
Apartment
Gloucester, MA, USA
2.7k from Dogtown center

Parking, Air Conditioner, Security/Safety, Guest Services, Internet, Sports/Activities, Breakfast

2 Bedrooms4 Guests
9.1

Superb

43 reviews

$180
Average price / night
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Oceanfront Dock Escape ~ Kayaks & Paddleboards
Oceanfront Dock Escape ~ Kayaks & Paddleboards
House
Gloucester, MA, 01930, United States
1.9k from Dogtown center

Balcony, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms10 Guests
10.0

Exceptional

5 reviews

$910
Average price / night
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Walk To Good Harbor OCEAN VIEWS Open All Year
Walk To Good Harbor OCEAN VIEWS Open All Year
House
Gloucester, MA, USA
2.7k from Dogtown center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$803
Average price / night
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Thurston Point: Deepwater River Dock
Thurston Point: Deepwater River Dock
House
Gloucester, MA, 01930, United States
1.9k from Dogtown center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

3 Bedrooms7 Guests
9.4

Superb

22 reviews

$762
Average price / night
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Gloucester Harbor Hideaway
Gloucester Harbor Hideaway
Apartment
Gloucester, MA, USA
2.7k from Dogtown center

Apartments, Cheap, Accommodations, Lodgings, Places to stay, Family

2 Bedrooms4 Guests
9.4

Superb

5 reviews

$402
Average price / night
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Annisquam Singing Pines: Riverfront Splendor
Annisquam Singing Pines: Riverfront Splendor
House
Gloucester, MA, 01930, United States
1.9k from Dogtown center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, Microwave, No Smoking, Outdoor Space

5 Bedrooms10 Guests
9.0

Fabulous

13 reviews

$1223
Average price / night
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Longview House
Longview House
House
Gloucester, MA, USA
2.8k from Dogtown center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay, Family, Accessible hotels

4 Bedrooms9 Guests
6.0

Review score

2 reviews

$383
Average price / night
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Waterfront Home with Spectacular Viewsof the Annisquam River
Waterfront Home with Spectacular Viewsof the Annisquam River
House
Gloucester, MA, 01930, United States
2.0k from Dogtown center

Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

6 Bedrooms10 Guests
9.8

Exceptional

69 reviews

$654
Average price / night
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Ocean Breeze-8min Walk to Beach
Ocean Breeze-8min Walk to Beach
Apartment
Gloucester, MA, USA
2.8k from Dogtown center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

1 Bedroom4 Guests
9.6

Exceptional

32 reviews

$249
Average price / night
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Clean Waterfront Classic Cottage with Private Beach
Clean Waterfront Classic Cottage with Private Beach
House
Gloucester, MA, 01930, United States
2.0k from Dogtown center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

4 Bedrooms7 Guests
9.8

Exceptional

25 reviews

$402
Average price / night
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Downtown Dahlias fully remodeled in the heart of Gloucester
Downtown Dahlias fully remodeled in the heart of Gloucester
House
Gloucester, MA, 01930, United States
2.1k from Dogtown center

AC, Dryer, Elevator, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

22 reviews

$482
Average price / night
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Cozy two bedroom house in the heart of Gloucester
Cozy two bedroom house in the heart of Gloucester
House
Gloucester, MA, 01930, United States
2.2k from Dogtown center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
9.4

Superb

14 reviews

$260
Average price / night
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Cozy Apartment at Green Landing - AC - No Cleaning Fee - Hassle Free Check Out
Cozy Apartment at Green Landing - AC - No Cleaning Fee - Hassle Free Check Out
Apartment
Gloucester, MA, 01930, United States
2.2k from Dogtown center

AC, Barbecue, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom2 Guests
New to Booking
$276
Average price / night
Check Availability
Gloucester Studio - Om Suite Om~ near Good Harbor Beach
Gloucester Studio - Om Suite Om~ near Good Harbor Beach
Apartment
Gloucester, MA, 01930, United States
2.2k from Dogtown center

Barbecue, Dryer, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking, Outdoor Space

1 Bedroom2 Guests
9.6

Exceptional

51 reviews

$129
Average price / night
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WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC
WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC
House
Gloucester, MA, 01930, United States
2.2k from Dogtown center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

142 reviews

$475
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Dogtown.

Dogtown Accommodations on the Map

Frequently Asked Questions

You can explore 348 verified accommodations in Dogtown, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Dogtown vary based on property type, location, and travel dates. Rates typically start from around $129 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Dogtown.

Yes, Dogtown offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 55 listings in Dogtown are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Dogtown, booking several months ahead can help secure your preferred property.

Accommodations in Dogtown commonly include amenities such as Fireplace/Heating, Kitchen, and Laundry. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Dogtown focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Dogtown.