The Best Vacation Rentals in Gloucester

Prepare to Relax and Experience Family Fun – The Best Vacations Happen in a Vacation Rental

The Chill-a-Vista
Apartment
The Chill-a-Vista
From US $535 per night
New
4 Bedrooms 8 Guests
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Long Beach Suites: Steps To Beach, Newly Built
Apartment
Long Beach Suites: Steps To Beach, Newly Built
From US $455 per night
10.0 (5 Reviews)
2 Bedrooms 6 Guests
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Luxury Accommodations in Quiet Seaside Village
Apartment
Luxury Accommodations in Quiet Seaside Village
From US $68 per night
10.0 (130 Reviews)
1 Bedroom 2 Guests
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The Vista
Hotel
The Vista
From US $2,446 per night
|
9.0 (333 Reviews)
34 Bedrooms 34 Guests
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Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24
House
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24
From US $1,814 per night
10.0 (3 Reviews)
9 Bedrooms 24 Guests
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Bell View: Pickleball Court and More!
House
Bell View: Pickleball Court and More!
From US $1,404 per night
10.0 (2 Reviews)
6 Bedrooms 16 Guests
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Niles Beach House - Beach & Boston Skyline Views
House
Niles Beach House - Beach & Boston Skyline Views
From US $1,373 per night
8.8 (3 Reviews)
4 Bedrooms 8 Guests
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4 Bedroom LUX House/with Pool Next Door
House
4 Bedroom LUX House/with Pool Next Door
From US $126 per night
10.0 (211 Reviews)
4 Bedrooms 6 Guests
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Beauport Hotel Gloucester
Hotel
Beauport Hotel Gloucester
From US $254 per night
|
9.6 (893 Reviews)
1 Bedroom 2 Guests
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The Vista
Hotel
The Vista
From US $240 per night
9.4 (417 Reviews)
1 Bedroom 2 Guests
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Beauport Hotel Gloucester
Hotel
Beauport Hotel Gloucester
From US $209 per night
|
9.4 (218 Reviews)
94 Bedrooms 50 Guests
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Atlantis Oceanfront Inn Gloucester
Hotel
Atlantis Oceanfront Inn Gloucester
From US $424 per night
|
9.4 (209 Reviews)
30 Bedrooms 16 Guests
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Sea Lion Motel and Cottages
Hotel
Sea Lion Motel and Cottages
From US $166 per night
9.2 (432 Reviews)
1 Bedroom 2 Guests
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Airstream and Ocean View Unique Gloucester Getaway
House
Airstream and Ocean View Unique Gloucester Getaway
From US $287 per night
|
10.0 (1 Review)
2 Bedrooms 4 Guests
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Perrywinkle: Waterfront on Rocky Neck
House
Perrywinkle: Waterfront on Rocky Neck
From US $723 per night
10.0 (1 Review)
4 Bedrooms 7 Guests
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Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
House
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
From US $560 per night
9.8 (39 Reviews)
4 Bedrooms 8 Guests
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Stunning Views from Beachfront House in Manchester-by-the-Sea!
House
Stunning Views from Beachfront House in Manchester-by-the-Sea!
From US $1,087 per night
10.0 (70 Reviews)
5 Bedrooms 11 Guests
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Elegant Gloucester Beach Getaway with Ocean Views!
House
Elegant Gloucester Beach Getaway with Ocean Views!
From US $1,115 per night
10.0 (86 Reviews)
5 Bedrooms 10 Guests
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Elegant Gloucester Beach Getaway with Ocean Views!
House
Elegant Gloucester Beach Getaway with Ocean Views!
From US $589 per night
|
10.0 (1 Review)
5 Bedrooms 10 Guests
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Oceanfront Dock Escape ~ Kayaks & Paddleboards
House
Oceanfront Dock Escape ~ Kayaks & Paddleboards
From US $595 per night
10.0 (5 Reviews)
4 Bedrooms 12 Guests
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Longview House
House
Longview House
From US $384 per night
|
6.0 (2 Reviews)
4 Bedrooms 9 Guests
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Welcoming Getway Oasis
House
Welcoming Getway Oasis
From US $94 per night
4.5 (19 Reviews)
2 Bedrooms 6 Guests
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Point Radio Cottage
Apartment
Point Radio Cottage
From US $338 per night
|
9.3 (3 Reviews)
1 Bedroom 2 Guests
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Large rustic summer cottage with beautiful ocean sunsets
Cottage
Large rustic summer cottage with beautiful ocean sunsets
From US $550 per night
4.4 (9 Reviews)
5 Bedrooms 8 Guests
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Cape Ann Motor Inn
Hotel
Cape Ann Motor Inn
From US $363 per night
8.8 (302 Reviews)
12 Bedrooms 16 Guests
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Sea Lion Motel
Hotel
Sea Lion Motel
From US $148 per night
|
8.5 (257 Reviews)
17 Bedrooms 14 Guests
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Charming Retreat
Apartment
Charming Retreat
From US $191 per night
10.0 (12 Reviews)
2 Bedrooms 4 Guests
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Guest suite in historical district
Apartment
Guest suite in historical district
From US $180 per night
|
9.1 (43 Reviews)
2 Bedrooms 4 Guests
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Castle Manor Inn
Hotel
Castle Manor Inn
From US $180 per night
8.4 (1003 Reviews)
1 Bedroom 2 Guests
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New Design - Walk to DNTN, Beauport, Beach, Train
Apartment
New Design - Walk to DNTN, Beauport, Beach, Train
From US $200 per night
10.0 (1 Review)
1 Bedroom 4 Guests
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Massachusetts Abode w/Deck & Grill: Near Beaches!
House
Massachusetts Abode w/Deck & Grill: Near Beaches!
From US $193 per night
9.8 (17 Reviews)
2 Bedrooms 4 Guests
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Charming Retreat
Apartment
Charming Retreat
From US $399 per night
9.8 (10 Reviews)
2 Bedrooms 4 Guests
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Two Beaches: Long Beach & Good Harbor
House
Two Beaches: Long Beach & Good Harbor
From US $758 per night
9.8 (14 Reviews)
3 Bedrooms 8 Guests
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Thurston Point: Deepwater River Dock
House
Thurston Point: Deepwater River Dock
From US $840 per night
9.4 (22 Reviews)
3 Bedrooms 7 Guests
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5-star home with quick walk to 2 beaches!
House
5-star home with quick walk to 2 beaches!
From US $332 per night
10.0 (56 Reviews)
3 Bedrooms 8 Guests
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Evensong: Oceanview Retreat with Dock
House
Evensong: Oceanview Retreat with Dock
From US $544 per night
10.0 (48 Reviews)
3 Bedrooms 8 Guests
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