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Captain's House Inn | Chatham, Massachusetts | Bed & Breakfasts

Captain's House Inn

Bed & Breakfasts
Chatham, Massachusetts - 74.8 mi away
Celeb Owned Hilltop Waterview Retreat | Chilmark, Massachusetts | Vacation Rentals

Celeb Owned Hilltop Waterview Retreat

Vacation Rentals
Chilmark, Massachusetts - 88.1 mi away
Bedrooms: 4  
Deer Run French Country Style Farmhouse / Hot Tub | Chilmark, Massachusetts | Vacation Rentals

Deer Run French Country Style Farmhouse / Hot Tub

Vacation Rentals
Chilmark, Massachusetts - 88.4 mi away
Bedrooms: 3  Sleeps: 7  Bathrooms: 2  
Many Adventurous Options at Berkshire Hills Motel | Williamstown, Massachusetts | Hotels & Resorts

Many Adventurous Options at Berkshire Hills Motel

Hotels & Resorts
Williamstown, Massachusetts - 127.8 mi away
Hampton Terrace Bed & Breakfast | Lenox, Massachusetts | Bed & Breakfasts

Hampton Terrace Bed & Breakfast

Bed & Breakfasts
Lenox, Massachusetts - 131.8 mi away
Romantic getaway at Lenox country inn | Lenox, Massachusetts | Bed & Breakfasts

Romantic getaway at Lenox country inn

Bed & Breakfasts
Lenox, Massachusetts - 131.9 mi away
Racebrook Lodge | Sheffield, Massachusetts | Bed & Breakfasts

Racebrook Lodge

Bed & Breakfasts
Sheffield, Massachusetts - 143.7 mi away
Julietta House | Gloucester, Massachusetts | Bed & Breakfasts

Julietta House

Bed & Breakfasts
Gloucester, Massachusetts - 2.7 mi away
Contemporary Home on the Harbour | Scituate, Massachusetts | Vacation Rentals

Contemporary Home on the Harbour

Vacation Rentals
Scituate, Massachusetts - 28.6 mi away
Bedrooms: 3  Sleeps: 6  Bathrooms: 2  
Timothy Jones House | Bedford, Massachusetts | Bed & Breakfasts

Timothy Jones House

Bed & Breakfasts
Bedford, Massachusetts - 31.1 mi away
B-Fast Charters | North Pembroke, Massachusetts | Bed & Breakfasts

B-Fast Charters

Bed & Breakfasts
North Pembroke, Massachusetts - 36.4 mi away
Harvard Commencment week in Boston | Quincy Market, Massachusetts | Vacation Rentals

Harvard Commencment week in Boston

Vacation Rentals
Quincy Market, Massachusetts - 36.9 mi away
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
Overlooking Nantuckat Sound | Dennisport, Massachusetts | Vacation Rentals

Overlooking Nantuckat Sound

Vacation Rentals
Dennisport, Massachusetts - 36.9 mi away
Bedrooms: 2  Sleeps: 4  Bathrooms: 2  
Foxglove cottage | Plymouth, Massachusetts | Bed & Breakfasts

Foxglove cottage

Bed & Breakfasts
Plymouth, Massachusetts - 47.8 mi away
Boston KOA | Middleboro, Massachusetts | Campgrounds & RV Parks

Boston KOA

Campgrounds & RV Parks
Middleboro, Massachusetts - 51 mi away
1831 Zachariah Eddy House Bed & Breakfast | Middleborough, Massachusetts | Bed & Breakfasts

1831 Zachariah Eddy House Bed & Breakfast

Bed & Breakfasts
Middleborough, Massachusetts - 51.2 mi away
The Holden Inn | Wellfleet, Massachusetts | Bed & Breakfasts

The Holden Inn

Bed & Breakfasts
Wellfleet, Massachusetts - 58.8 mi away

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More Accommodations in Massachusetts (show all)
A Bunker Hill Bed and Breakfast | Boston, Massachusetts | Bed & Breakfasts

A Bunker Hill Bed and Breakfast

Boston, Massachusetts
Bed & Breakfasts
Nichols Guest Rooms | Seekonk, Massachusetts | Bed & Breakfasts

Nichols Guest Rooms

Seekonk, Massachusetts
Bed & Breakfasts
Romantic Cape Cod B&B Captain Farris House | South Yarmouth, Massachusetts | Bed & Breakfasts

Romantic Cape Cod B&B Captain Farris House

South Yarmouth, Massachusetts
Bed & Breakfasts
Kayaking & Much More... At Waters Edge Beach House | Plymouth, Massachusetts | Vacation Rentals

Kayaking & Much More... At Waters Edge Beach House

Plymouth, Massachusetts
Vacation Rentals
Holiday Inn Select Boston - Government Center | Boston, Massachusetts | Hotels & Resorts

Holiday Inn Select Boston - Government Center

Boston, Massachusetts
Hotels & Resorts
Test Listing 1019801 - Test Listing - Test | Brookline, Massachusetts | Bed & Breakfasts

Test Listing 1019801 - Test Listing - Test

Brookline, Massachusetts
Bed & Breakfasts
Top Listings in United States (show all)
Florida Van Rentals - Passenger & Wheelchair Vans | Orlando, Florida | Car Rentals
Wine Country Balloons | Santa Rosa, California | Hot Air Ballooning

Wine Country Balloons

Santa Rosa, California
Hot Air Ballooning
Sunrise Temecula Balloon Flight | Temecula, California | Hot Air Ballooning

Sunrise Temecula Balloon Flight

Temecula, California
Hot Air Ballooning
Napa Valley Balloons | Yountville, California | Hot Air Ballooning

Napa Valley Balloons

Yountville, California
Hot Air Ballooning
Midwest Balloon Rides | Fishers, Indiana | Hot Air Ballooning

Midwest Balloon Rides

Fishers, Indiana
Hot Air Ballooning
Horse Lovers Let The Fun Begin at Loveland Ranch | The Woodlands, Texas | Horseback Riding & Dude Ranches

Horse Lovers Let The Fun Begin at Loveland Ranch

The Woodlands, Texas
Horseback Riding & Dude Ranches
Explore Brown County Hill Climb Buggy Tours | Nashville IN, Indiana | ATV Riding & Jeep Tours

Explore Brown County Hill Climb Buggy Tours

Nashville IN, Indiana
ATV Riding & Jeep Tours
Denali Horseback Tours | Healy, Alaska | Horseback Riding & Dude Ranches

Denali Horseback Tours

Healy, Alaska
Horseback Riding & Dude Ranches
Top Listings in North America (show all)
Meztli Spanish Language School Tulum | Tulum, Mexico | Language Schools

Meztli Spanish Language School Tulum

Tulum, Mexico
Language Schools
Cielito Lindo Travel Agency Llc | Indio, California | Car & Van Shuttle Service

Cielito Lindo Travel Agency Llc

Indio, California
Car & Van Shuttle Service
Washington Dc's Most Scenic Skydiving Experience | Front Royal, Virginia | Skydiving

Washington Dc's Most Scenic Skydiving Experience

Front Royal, Virginia
Skydiving
Helicopter Sightseeing Tours - Halifax, Ns | Enfield, Nova Scotia | Sight-Seeing Tours

Helicopter Sightseeing Tours - Halifax, Ns

Enfield, Nova Scotia
Sight-Seeing Tours
Ride a dogsled through a forest white with snow | Moonstone, Ontario | Dog Sledding

Ride a dogsled through a forest white with snow

Moonstone, Ontario
Dog Sledding
Whales and Wildlife Catamaran Style | St. Andrews, New Brunswick | Whale Watching

Whales and Wildlife Catamaran Style

St. Andrews, New Brunswick
Whale Watching
South Louisiana Red Fishing Charters | Lafayette, Louisiana | Fishing Trips

South Louisiana Red Fishing Charters

Lafayette, Louisiana
Fishing Trips
Redfish Capital Of The World | Delacroix, Louisiana | Fishing Trips

Redfish Capital Of The World

Delacroix, Louisiana
Fishing Trips
Hot Air Balloon Adventures | Redmond, Oregon | Hot Air Ballooning

Hot Air Balloon Adventures

Redmond, Oregon
Hot Air Ballooning
Ez Campin' Rentals | Bass Lake , California | RV Rentals

Ez Campin' Rentals

Bass Lake , California
RV Rentals


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With a diverse array of more than 100 travel categories and options, finding the ideal vacation is a breeze. Whether you are looking for a cozy cabins, luxurious resorts, thrilling adventure tours, or tranquil beach getaways, we have the perfect travel option waiting for you.

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Gloucester, Massachusetts Accommodations | Resorts, Hotels & Vacation Rentals | Campgrounds & Youth Hostels

Browse the top Gloucester, Massachusetts accommodations for the perfect place to stay on vacation, a romantic getaway or adventure travel. Also of Interest: Accommodations | Lodging |
More Within 5 mi, 10 mi, 25 mi, 50 mi, 100 mi, 250 mi, 500 mi, 1000 mi of Gloucester, Massachusetts