Gloucester Vacation Rentals

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Vacation Rentals in Gloucester

Fridge, microwave, oven, stovetop
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
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
Beach nearby, sun loungers
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
10.0 out of 10, Exceptional, (172)
"Laura's place is a gem and she is a terrific hostess. It is within walking distance to Good Harbor beach and drivable to all sorts of fun outings. It was the perfect size for our family of 8 - our four kids and to of their partners. The living area space, deck, and kitchen allowed for both full group moments and one on one time. Laura recently redid the kitchen and it was terrific. We highly recommend making pancakes on the stovetop griddle. Thanks for a great weekend in this special home."
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
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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
9.2 out of 10, Wonderful, (7)
"Convenient to dowtown"
The price is ¥32,817
per night
Jun 3 - Jun 4
Beautiful, Cozy Ultra Convenient Salem Home
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.
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.
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 ¥48,109
per night
May 28 - May 29
The Warlock House: Speak Spells, Wave Wands, Ride Brooms - 5min Walk to Salem, Big TV, WiFi, Parking
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 ¥35,786
per night
May 22 - May 23
Blue Chill Cottage! Walk to Beach, restaurants, casino-Adorable Renovated-AC&WD
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 ¥31,098
per night
May 27 - May 28
Beautiful Ocean Front Condo in Hampton Beach, NH
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 ¥27,347
per night
May 28 - May 29
House near down town Salem
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
Beach nearby, sun loungers, beach towels
Oceanview Kingsize South End Studio (NO FINAL CLEANING FEE)
10.0 out of 10, Exceptional, (151)
"MUCH better than expected. Cutest little home!!! Highly recommend to stay here :)"
The price is ¥27,239
per night
May 28 - May 29
Oceanview Kingsize South End Studio (NO FINAL CLEANING FEE)
Interior
Themed Stay in Historic Salem-Walk to Downtown!
The price is ¥38,913
per night
May 23 - May 24
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, (29)
"This property was the perfect size for the two of us. It had all of the appliances and amenities that we could’ve asked for during our stay. The old house that this studio is in is a historic place. It was very nice to have our own parking place at the house to come back to after our daily sightseeing jaunts. It’s only 35 mins from the Logan airport and Boston and 5 mins to Salem."
The price is ¥18,958
per night
Jun 10 - Jun 11
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Aerial view
Upscale waterfront condo short walk to North Beach
10.0 out of 10, Exceptional, (28)
"We had an amazing. Tina and her husband were so easy and accommodating. The unit was exactly what we expected an extremely clean and well put together. They set up the fire put for us one night. All and all we enjoyed our stay so much and are going return for sure."
Upscale waterfront condo short walk to North Beach
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 ¥25,682
per night
Jun 9 - Jun 10
Lovely 3-Bedroom in Historic Downtown Ipswich
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 ¥38,911
per night
May 22 - May 23
Oceanfront, private balcony, stunning panoramic views of the Atlantic
Terrace/patio
Marblehead. Cottage on Whittier, new construction
10.0 out of 10, Exceptional, (110)
"Well appointed space. Do comfortable, clean and modern. My girlfriend and I really enjoyed our time and would love to come back. Marblehead is very quaint. Great experience. Thank you!"
The price is ¥44,360
per night
Jun 2 - Jun 3
Marblehead. Cottage on Whittier, new construction
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
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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

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 ¥30,974
per night
May 23 - May 24
The Hotel at Cape Ann Marina
Rooftop pool
Beauport Hotel Gloucester
3.5 star property
9.6 out of 10, Exceptional, (714)
"The Beauport is a beautiful hotel, with a roof top deck and pool, and lovely ocean views. The staff is friendly and very willing to help with anything and everything. The bed was very comfortable and both the bedroom and bathroom were immaculately clean. Top notch hotel in every respect."
The price is ¥41,795
per night
Jun 5 - Jun 6
Beauport Hotel Gloucester
Porch
Castle Manor Inn
2.5 star property
8.2 out of 10, Very Good, (751)
"Quiet clean and close to marina"
The price is ¥29,418
per night
May 23 - May 24
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.

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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