Holiday Rentals in Gloucester

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Holiday Rentals in Gloucester

Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
10.0 out of 10, Exceptional, (5)
"The apartment was exceptional—neat, roomy, and conveniently located at the heart of it all, with most attractions within an easy stroll or a brief car ride. For those traveling with canine companions, you'll be delighted to find a charming dog park in the vicinity, although we only discovered this gem on the final day of our stay. When my family and I return to Gloucester for our next vacation, we intend to reserve this place well ahead of time."
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Luxury 1900's romantic retreat steps from the beach - King Suite!
9.6 out of 10, Exceptional, (17)
"Cottage was very nice and it had everything we needed for a quiet getaway."
Luxury 1900's romantic retreat steps from the beach - King Suite!
Beach Life Bliss - steps to the beach
9.8 out of 10, Exceptional, (12)
"Charming house, lovely yard, beautiful setting near the ocean. Great kitchen, loved the adjoining pantry as well. Had a wonderful stay!"
The price is €778
includes taxes & fees
5 Jul - 6 Jul
Beach Life Bliss - steps to the beach
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The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, Big TV, WiFi, Parking
10.0 out of 10, Exceptional, (24)
"So much detail was put into this house. We loved the location. Within walking distance to everything. Clean. Really comfortable beds."
The price is €669
includes taxes & fees
6 Jun - 7 Jun
The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, Big TV, WiFi, Parking
Oceanview Kingsize South End Studio (NO FINAL CLEANING FEE)
10.0 out of 10, Exceptional, (153)
"2 large windows look out over the roof tops at Cape Ann light, short walk to the shore for views of the Twin Lights. Easy car access to Gloucester, Rockport, Halibut Point State Park. Very quiet and the hosts are very thoughtful."
The price is €210
includes taxes & fees
9 Jun - 10 Jun
Oceanview Kingsize South End Studio (NO FINAL CLEANING FEE)
Beautiful, Cozy Ultra Convenient Salem Home
9.2 out of 10, Wonderful, (10)
"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 €331
includes taxes & fees
17 Jun - 18 Jun
Beautiful, Cozy Ultra Convenient Salem Home
Beautiful Ocean Front Condo in Hampton Beach, NH
9.8 out of 10, Exceptional, (7)
"Highly recommend this place to stay. Breathtaking views of the Ocean. Highly recommend staying here."
Beautiful Ocean Front Condo in Hampton Beach, NH
The Great Escape on Hampton Beach. Beach directly across the street.
10.0 out of 10, Exceptional, (38)
"The place was so cozy, well maintained and close to everything, yet at the quiet side of the beach. I had a great bonding time with my youngest daughter and the weather was perfect. Scott is very accommodating and helpful with recommendations for food and local activities. Thank you for sharing your property."
The Great Escape on Hampton Beach. Beach directly across the street.
Walk to the ocean, very private. Secluded, woodsy location.
10.0 out of 10, Exceptional, (3)
"Clean and cozy studio. Was working in the area for a few days and was a relaxing place to come back to in the evening."
Walk to the ocean, very private. Secluded, woodsy location.
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
10.0 out of 10, Exceptional, (30)
"Three old high school friends using the property as a crash pad for our yearly reunion. The studio apartment was perfect for the three of us!"
The price is €259
includes taxes & fees
10 Jun - 11 Jun
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Salem Vacation Rental: 1 Mi to Downtown!
10.0 out of 10, Exceptional, (6)
Salem Vacation Rental: 1 Mi to Downtown!
Marblehead. Cottage on Whittier, new construction
10.0 out of 10, Exceptional, (111)
"Wonderful and cozy. Perfect location. Amazing neighborhood access to Marblehead and Salem!"
Marblehead. Cottage on Whittier, new construction
Blue Chill Cottage! Walk to Beach, restaurants, casino-Adorable Renovated-AC&WD
10.0 out of 10, Exceptional, (83)
"House was charming, great outdoor shower, nice deck space too! Hosts are thoughtful with their set-up, would recommend😊"
The price is €478
includes taxes & fees
10 Jun - 11 Jun
Blue Chill Cottage! Walk to Beach, restaurants, casino-Adorable Renovated-AC&WD
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
9.0 out of 10, Wonderful, (37)
"Perfect setting and location for our visit. Around the corner from the beach and a two minute drive to Parker River WMA."
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
House near down town Salem
9.8 out of 10, Exceptional, (21)
"We had a great time staying in Salem for our daughter's graduation from Endicott College. Great location to get to Beverly and downtown Salem."
The price is €352
includes taxes & fees
9 Jun - 10 Jun
House near down town Salem
The Salty Dog | Pet Friendly | Private Yard
9.8 out of 10, Exceptional, (14)
"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 €371
includes taxes & fees
6 Jun - 7 Jun
The Salty Dog | Pet Friendly | Private Yard
The Lobster Claw - Perfect Location Near Beach/Boardwalk
10.0 out of 10, Exceptional, (2)
"The house was very clean, well maintained, and a great size for all of us. The neighborhood was very walkable and the house is super close to the beach which allowed for lots of walking. The host was very responsive and friendly and gladly answered any questions and concerns we had. The website provided when booking also made everything very clear and was referenced many times during the trip as it was so thorough. Would 100% recommend to anyone looking for a nice stay at the beach and would...
The Lobster Claw - Perfect Location Near Beach/Boardwalk
Pet friendly, quiet home away from home!
9.6 out of 10, Exceptional, (5)
"Absolutely meets all our needs."
The price is €265
includes taxes & fees
6 Jun - 7 Jun
Pet friendly, quiet home away from home!
Home with washer/dryer, gas grill, & outdoor dining - walk 5 minutes to beach
7.4 out of 10, Good, (6)
"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
Champaine Beach House
10.0 out of 10, Exceptional, (6)
"Great place. Great location. Would stay again."
Champaine Beach House
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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 types of properties in Gloucester you may be interested in

The Hotel at Cape Ann Marina
3.5 star property
8.2 out of 10, Very good, (530)
"This is a hidden gem! Everyone from the time I arrived until departure was so amazing. The food was so good, I wish I could go back today and dine there again! "
The price is €183
includes taxes & fees
6 Jun - 7 Jun
The Hotel at Cape Ann Marina
Beauport Hotel Gloucester
3.5 star property
9.6 out of 10, Exceptional, (721)
"Hi"
The price is €410
includes taxes & fees
10 Jun - 11 Jun
Beauport Hotel Gloucester
Castle Manor Inn
2.5 star property
8.2 out of 10, Very good, (758)
"Very nice! We were there only one night but bathroom was clean and bed was very comfortable "
The price is €194
includes taxes & fees
9 Jun - 10 Jun
Castle Manor Inn
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.

Everything you need to know about Gloucester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gloucester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gloucester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gloucester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gloucester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gloucester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gloucester holiday rentals we have selected for you start as low as €210 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gloucester rentals

At Expedia, we put the best Gloucester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gloucester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gloucester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gloucester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Gloucester?

Yes, there are holiday rentals in Gloucester close to Maritime Gloucester, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Gloucester. Make sure you have time to check out the seafood restaurants and monuments during your trip.

How many holiday rentals are there in Gloucester?

Expedia has 152 holiday rentals for your stay in Gloucester.

What can I see and do in Gloucester?

Family-friendly attractions include Maritime Gloucester and Schooner Adventure, whereas Half Moon Beach and Stage Fort Park are a couple of great spots to enjoy the outdoors. Capt Bill & Sons Whale Watch and Cape Ann Museum are other places to visit while you're in town.

What are holiday rentals like in Gloucester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gloucester. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.

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