Search Holiday Homes in Gloucester

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Browse Select Gloucester Holiday Homes

Infinity · Beachfront Bungalow, king bed, Private balcony
Beach nearby
Infinity · Beachfront Bungalow, king bed, Private balcony
9.6 out of 10, Exceptional, 5 reviews
"We absolutely loved the location of this Beachfront Bungalow! Our early morning walks on the beach were just lovely, and our evenings were filled with the sound of the ocean waves! This place had everything we needed to make our stay most comfortable. It was very clean, and the host was excellent at replying to our messages."
Infinity · Beachfront Bungalow, king bed, Private balcony
3Bdr Salem Home Getaway
Fridge, microwave, oven, stovetop
3Bdr Salem Home Getaway
3Bdr Salem Home Getaway
The Salty Dog | Pet Friendly | Private Yard
Fridge, microwave, oven, stovetop
The Salty Dog | Pet Friendly | Private Yard
9.8 out of 10, Exceptional, 14 reviews
"We were very comfortable and had everything we needed. Walks on the beach, lobster and beach pizza! I couldnt connect to the house rules so if i neglected anything i apologize."
The price is €493
per night
23 Jun - 24 Jun
The Salty Dog | Pet Friendly | Private Yard
Marblehead. Cottage on Whittier, new construction
Terrace/patio
Marblehead. Cottage on Whittier, new construction
10.0 out of 10, Exceptional, 111 reviews
"Wonderful and cozy. Perfect location. Amazing neighborhood access to Marblehead and Salem!"
Marblehead. Cottage on Whittier, new construction
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Fridge, oven, stovetop, coffee/tea maker
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
9.0 out of 10, Wonderful, 39 reviews
"This property sits back in a grove of trees and flowering plants but within 5 minutes walk to the beach. Enjoy breakfast or a late afternoon cocktail at the outdoor table shaded by said grove. Simply but satisfactorily appointed, the accommodations are great for a weekend getaway or a week at the beach. Newburyport and it’s many attractions and restaurants is a short 10 minute drive back from this property"
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
WALK TO WATER & HISTORIC DISTRICT! PRIVATE !!Large first floor apartment
Fridge, microwave, oven, stovetop
WALK TO WATER & HISTORIC DISTRICT! PRIVATE !!Large first floor apartment
9.6 out of 10, Exceptional, 48 reviews
"Location, Location, Location, need I say more. This rental property is close to everything; it is between the two busiest streets, Derby and Essex. We were able to walk to all of the tourist attractions."
The price is €396
per night
25 Jun - 26 Jun
WALK TO WATER & HISTORIC DISTRICT! PRIVATE !!Large first floor apartment
Newly renovated home, top of the line appliances.
Property grounds
Newly renovated home, top of the line appliances.
9.8 out of 10, Exceptional, 94 reviews
"The house was hust as described. It had been updated with modern features. The beds was very comfy. Communication with the host was great!! Highly recommend this property!"
Newly renovated home, top of the line appliances.
Walk to Good Harbor Beach
Beach
Walk to Good Harbor Beach
Walk to Good Harbor Beach
Beautiful, Cozy Ultra Convenient Salem Home
Fridge, microwave, oven, stovetop
Beautiful, Cozy Ultra Convenient Salem Home
9.4 out of 10, Exceptional, 11 reviews
"Loved the home - it felt like being home at the end of a long day shopping and doing many things in town. Clean! Just wish the towels were ready and set in the bathrooms and instructions left on what to do with used towels and if the garbage should have been taken out. Basement was stinky. Other than that, wonderful place and setup - sooooo close to town and convenient!"
The price is €392
per night
23 Jun - 24 Jun
Beautiful, Cozy Ultra Convenient Salem Home
Charming private townhouse-style lodging, a block from the harbor
Terrace/patio
Charming private townhouse-style lodging, a block from the harbor
10.0 out of 10, Exceptional, 105 reviews
"Chestnut Sweet exceeded our expectations. Couldn’t have asked for a better location for exploring the nearby towns, such as Salem, Ipswich, Gloucester, and even the big city of Boston. At the end of the day, it was always so nice to come back to such a relaxing and welcoming vacation home. Francie and Bob are such lovely people. I would not hesitate to stay there again."
Charming private townhouse-style lodging, a block from the harbor
Sunny home near Newburyport and the beach with expansive yard & central AC
Property grounds
Sunny home near Newburyport and the beach with expansive yard & central AC
9.6 out of 10, Exceptional, 7 reviews
"Very beautiful place to stay and was able to spend time with my family. We were down for a service. Use driving from Canada and my sister and her family from texas. Not being able to see each other that often made it even more special. I would rent this place again for any events or vacation"
Sunny home near Newburyport and the beach with expansive yard & central AC
Private Beach New Luxury Waterfront Vacation Rental Annisquam River
Smart TV, fireplace
Private Beach New Luxury Waterfront Vacation Rental Annisquam River
10.0 out of 10, Exceptional, 1 review
"Had a wonderful time at this home. Had everything we needed. Beautiful spot along the water. Very conveniently located to get anywhere we needed."
Private Beach New Luxury Waterfront Vacation Rental Annisquam River
House near down town Salem
Exterior
House near down town Salem
9.8 out of 10, Exceptional, 22 reviews
"We loved the proximity to all of the places we wanted to visit! It was easy to find, clean, and the host was helpful!"
The price is €418
per night
24 Jun - 25 Jun
House near down town Salem
Home with washer/dryer, gas grill, & outdoor dining - walk 5 minutes to beach
Exterior
Home with washer/dryer, gas grill, & outdoor dining - walk 5 minutes to beach
7.2 out of 10, Good, 7 reviews
"The property was great, garbage in back yard was full, otherwise, everything was what we expected. Worked out perfect for early morning tuna fishing charters out of Gloucester."
Home with washer/dryer, gas grill, & outdoor dining - walk 5 minutes to beach
Huge 3BR, 3Bath, 2000 sqft. short walk to beach
Exterior
Huge 3BR, 3Bath, 2000 sqft. short walk to beach
9.8 out of 10, Exceptional, 13 reviews
"This Was Amazing had a wonderful experience the house was well put together has everything you need. Had a great time and the Host was very supportive and nice too also must say His father was very helpful he came right out to greet us and also help us with something’s and we loved his hospitality and kindness. Thank you so very much we appreciate you and your family. We had such a lovely time there."
The price is €766
per night
23 Jun - 24 Jun
Huge 3BR, 3Bath, 2000 sqft. short walk to beach
Hampton Beach-Oceanview-Pet Friendly
Exterior
Hampton Beach-Oceanview-Pet Friendly
9.4 out of 10, Exceptional, 10 reviews
"Greta location for a quick weekend getaway"
Hampton Beach-Oceanview-Pet Friendly
21 Fuller Acres Cottage #4
Private kitchen
21 Fuller Acres Cottage #4
21 Fuller Acres Cottage #4
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Fridge, microwave, oven, stovetop
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
9.6 out of 10, Exceptional, 84 reviews
"Property was exactly as advertised- perfect for our family."
The price is €333
per night
28 Jun - 29 Jun
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Salem's Historic Bunkio house Matsuki’s Japanese House
Pool
Salem's Historic Bunkio house Matsuki’s Japanese House
10.0 out of 10, Exceptional, 2 reviews
"7 adults 2 children. Perfect for visiting Boston, Salem, Tufts graduation and more! Nice outdoor area and the house is absolutely stunning with the original wood carving, and Matsuki style!"
Salem's Historic Bunkio house Matsuki’s Japanese House
NEW Oceanside Village Home~Private Fenced Yard~Reserved Parking
2 bedrooms, desk, iron/ironing board, free WiFi
NEW Oceanside Village Home~Private Fenced Yard~Reserved Parking
8.8 out of 10, Excellent, 3 reviews
"House was amazing and the host was great! Easy check in and check out process plus the house was perfectly clean!"
The price is €442
per night
25 Jun - 26 Jun
NEW Oceanside Village Home~Private Fenced Yard~Reserved Parking
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See all available properties in Gloucester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Gloucester

Luxury 1900's romantic retreat steps from the beach - King Suite!
View from property
Luxury 1900's romantic retreat steps from the beach - King Suite!
9.6 out of 10, Exceptional, 18 reviews
"Everything was perfect. Relaxing get-away, close enough to beaches shops and restaurants, in a quiet location, with beautiful sunsets, just steps away. Can't wait to return."
The price is €444
per night
7 Jul - 8 Jul
Luxury 1900's romantic retreat steps from the beach - King Suite!
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Fridge, microwave, oven, stovetop
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
8.8 out of 10, Excellent, 6 reviews
"Perfect location and property for staying in Gloucester. Bridget was super helpful and responsive."
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Beach Life Bliss - steps to the beach
Fridge, microwave, oven, stovetop
Beach Life Bliss - steps to the beach
9.8 out of 10, Exceptional, 12 reviews
"We came to visit Salem and Boston during this trip, & decided to stay here to be close enough but also get an East Coast local vibe. Easy location to get to our desired locations, and we loved being so close to Plum Cove Beach. Pebble Beach was a quick drive too, which we also enjoyed. The property was clean & everything worked as it should. We did not have to contact the host at all except to let her know we had departed (as requested in check out instructions). Definitely recommend and would...
The price is €766
per night
5 Jul - 6 Jul
Beach Life Bliss - steps to the beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Gloucester Hotel Reviews
Expedia verified reviews

Comfort Inn & Suites Logan International Airport

Comfort Inn & Suites Logan International Airport

5/5 Excellent
"Simply perfect"
A verified traveller stayed at Comfort Inn & Suites Logan International Airport
Posted 12 hours ago
Comfort Inn & Suites Logan International Airport