Gloucester Vacation Rentals

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Vacation Rentals in Gloucester

Microwave, oven, stovetop, dishwasher
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
10.0 out of 10, Exceptional, (2)
"Excellent location and perfect home for a girls trip. Owners were extremely responsive."
Charming Downtown Gloucester Retreat. Walk to Restaurants, Museums, Waterfront
Beach nearby, sun loungers
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
10.0 out of 10, Exceptional, (172)
"We really enjoyed our 2 night stay. The house is beautiful and very clean. Easy walking distance from the beach and only a short drive to Gloucester, Rockport, Halibut State Park and Crane Beach. Very quiet location."
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
Fridge, microwave, oven, stovetop
Beach Life Bliss - steps to the beach
9.6 out of 10, Exceptional, (10)
"My friends and I had a lovely time at the house. It was quiet, sunny, and a nice break. It was nice to be close to options, but still quite secluded. We went for runs each morning, and enjoyed soaking up the warmth in the sunroom/patio area."
Beach Life Bliss - steps to the beach
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View from property
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!
Fridge, microwave, oven, stovetop
Beautiful, Cozy Ultra Convenient Salem Home
9.0 out of 10, Wonderful, (6)
"Nice private and quiet location with plenty of sleeping spaces and locations to be together. Short distance to down town and the commuter train."
The price is CA $286
CA $496 total
includes taxes & fees
Jun 3 - Jun 4
Beautiful, Cozy Ultra Convenient Salem Home
Aerial view
Beautiful Ocean Front Condo in Hampton Beach, NH
9.8 out of 10, Exceptional, (6)
"Highly recommend this place to stay. Breathtaking views of the Ocean. Highly recommend staying here."
The price is CA $339
CA $505 total
includes taxes & fees
Jun 2 - Jun 3
Beautiful Ocean Front Condo in Hampton Beach, NH
Property grounds
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.
Aerial view
Upscale waterfront condo short walk to North Beach
10.0 out of 10, Exceptional, (28)
"This is a beautiful, 2 bedroom condo that was hard to leave. The home is beautifully decorated and has all the amenities you need for a very comfortable stay. Tina and Jim are excellent hosts and had a wonderful basket full of goodies on the counter along with a personalized welcome greeting and card waiting for us. The deck overlooks a large pond and tidal creek and there is big lawn with a fire pit for cooler evenings. We would definitely stay there again. Larry & Sherri"
Upscale waterfront condo short walk to North Beach
Beach
The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, Big TV, WiFi, Parking
10.0 out of 10, Exceptional, (23)
"Loved the house and it was convenient to everything we wanted to see in Salem. The decor was amazing and you can definitely tell there was attention to every detail. Clean and quiet. Would definitely recommend and would stay there again. "
The price is CA $388
CA $1,044 total
includes taxes & fees
May 19 - May 20
The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, Big TV, WiFi, Parking
On the beach
The Great Escape on Hampton Beach. Beach directly across the street.
10.0 out of 10, Exceptional, (37)
"The host was amazing, as well as the unit. Very clean and the perfect location! A 100% 5 star."
The Great Escape on Hampton Beach. Beach directly across the street.
Aerial view
Blue Chill Cottage! Walk to Beach, restaurants, casino-Adorable Renovated-AC&WD
10.0 out of 10, Exceptional, (82)
"Blue Chill Cottage was such a wonderful place to stay with my family if 4. The decor was perfect, and everything was very well organized. Just a quick walk to the beach, and a wonderful place to relax after a day out!"
The price is CA $311
CA $639 total
includes taxes & fees
May 23 - May 24
Blue Chill Cottage! Walk to Beach, restaurants, casino-Adorable Renovated-AC&WD
Property grounds
Champaine Beach House
10.0 out of 10, Exceptional, (4)
"What a wonderful early season getaway! The house is absolutely gorgeous and impeccably taken care of.Loved listening to the ocean as I fell to sleep! Beautiful beachwalks would love to visit again!"
Champaine Beach House
Exterior
House near down town Salem
9.6 out of 10, Exceptional, (20)
"Clean, easy parking, easy entry. Quaint diner to walk to on corner of the street. A good spot to lay your head after exploring Salem."
The price is CA $238
CA $476 total
includes taxes & fees
May 28 - May 29
House near down town Salem
Fridge, microwave, oven, stovetop
Lovely 3-Bedroom in Historic Downtown Ipswich
10.0 out of 10, Exceptional, (5)
"Nice location in the center of everywhere I needed to be. Clean and enough space for my needs. Everything was functional and had no issues whatsoever."
The price is CA $224
CA $452 total
includes taxes & fees
Jun 9 - Jun 10
Lovely 3-Bedroom in Historic Downtown Ipswich
Interior
Themed Stay in Historic Salem-Walk to Downtown!
The price is CA $340
CA $608 total
includes taxes & fees
May 22 - May 23
Themed Stay in Historic Salem-Walk to Downtown!
1 bedroom, iron/ironing board, travel crib, free WiFi
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
10.0 out of 10, Exceptional, (28)
"We had such a great time staying in Rachel's space. The building is located right in a lovely area of Marblehead, and the space itself was just what we were looking for. It was small but well laid out, with everything we needed for a great weekend. The best part was Rachel's communication. The check-in was effortless. She was incredibly responsive to questions and very helpful in her responses. She sets an extremely high bar for future rentals like this."
The price is CA $166
CA $372 total
includes taxes & fees
Jun 10 - Jun 11
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Interior
Leslie's Retreat: Spacious home ideally located to everything
10.0 out of 10, Exceptional, (200)
"Very nice property in a quiet neighborhood right across the river from downtown Salem and most attraction. Very walkable when the weather is nice. Beds were comfortable and plenty of space for groups traveling together. Communication with the host was easy, Meg was very responsive. Decent sized outdoor space with a grill and patio furniture. Really enjoyed our Salem experience and would rent again the next time we come here. Only suggestion I have that would be a nice enhancement would be a hot...
Leslie's Retreat: Spacious home ideally located to everything
Exterior
Updated 1930s cottage with great deck - 2 blocks to beach, dining & shopping
9.4 out of 10, Exceptional, (24)
"The cottage was cute and had what we needed. The listing could indicate that it has a pod only coffee maker as we were not prepared with pods. Could have been cleaner as well. Carpet not vacuumed, several dishes not clean etc"
Updated 1930s cottage with great deck - 2 blocks to beach, dining & shopping
Smart TV, streaming services
Oceanfront, private balcony, stunning panoramic views of the Atlantic
10.0 out of 10, Exceptional, (16)
"My husband and I wanted a long, relaxing weekend away. This was the perfect spot. In November it’s very quiet at the beach, which was nice. We walked on the beach, had some great seafood, went to the movies and enjoyed the beautiful view of the water from the condo. I would definitely stay here again."
The price is CA $339
CA $646 total
includes taxes & fees
May 19 - May 20
Oceanfront, private balcony, stunning panoramic views of the Atlantic
Fridge, oven, stovetop, coffee/tea maker
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
9.0 out of 10, Wonderful, (36)
"This is a great spot, closely located by the beach, pet friendly, and the perfect amount of space. The small kitchen was enough to prepare meals for my wife and I and. There is a great selection of old books and photos. Ed provided great recommendations in the area to visit as well. If you're coming to Plum Island, you don't want to miss this spot!"
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Don't see what you're looking for?
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.

Gloucester Vacation Rental Travel Info

Number of vacation rentals
25
Popular accommodation
Gloucester private vacation homes
Known landmarks
Good Harbor Beach, Wingaersheek Beach and Hammond Castle
International airport
Boston, MA (BOS-Logan Intl.)

Other types of properties in Gloucester you may be interested in

Reception
The Hotel at Cape Ann Marina
3.5 star property
8.2 out of 10, Very good, (518)
"The room was dated, but the rooms are being remodeled. It was clean, had easy access and had a beautiful view!"
The price is CA $271
CA $302 total
includes taxes & fees
Jun 5 - Jun 6
The Hotel at Cape Ann Marina
Rooftop pool
Beauport Hotel Gloucester
3.5 star property
9.6 out of 10, Exceptional, (713)
"Beautiful property"
The price is CA $373
CA $416 total
includes taxes & fees
Jun 3 - Jun 4
Beauport Hotel Gloucester
Exterior detail
Ocean House Hotel at Bass Rocks
4.0 star property
9.2 out of 10, Wonderful, (619)
"Great hotel, we really enjoyed it. Beautiful location on the ocean, wonderful waking up to the sounds of the surf. Property was immaculate. bed comfortable as well. We were visiting family so we did not get a chance to enjoy breakfast but it looked delicious and people were smiling."
The price is CA $252
CA $314 total
includes taxes & fees
Jun 2 - Jun 3
Ocean House Hotel at Bass Rocks
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Gloucester. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Gloucester?

Yes, we offer vacation rentals in Gloucester close to Maritime Gloucester, or you can choose a more remote option if you'd like a relaxing place to 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.

What are some of the best vacation rentals that Gloucester has to offer?

Beach Life Bliss - steps to the beach: Visitors like this Gloucester vacation home rental. It is located near the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Gloucester?

Expedia has 152 vacation 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 vacation rentals like in Gloucester?

Vacation rentals are private properties you can stay in for a short or long stay in Gloucester. Vacation rentals offer amenities such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a family getaway.

Recent reviews of Gloucester properties
Expedia verified reviews