Gloucester Holiday Rentals

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Holiday Rentals in Gloucester

Beach Life Bliss - steps to the beach

9.8 out of 10, Exceptional, (26)
"Quick weekend trip to see our daughter in college. Beautiful little cottage and communication was great. Very clean and cozy"
Beach Life Bliss - steps to the beach

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

10.0 out of 10, Exceptional, (195)
"This house served as a lovely place for our family to gather for a christmas dinner. The house had good amenities. Everyone loved the location and distance to nearby Good Harbor beach was a plus even in the winter cold. local road needs work, cars all bottomed out on the road. Thank you for hospitality. "
Good Harbor Beach House - walk to beach, close to restaurants and shopping!

Luxury 1900's romantic retreat steps from the beach - King Suite!

9.8 out of 10, Exceptional, (36)
"My stay was just what I hoped for! Peace and quiet to read and write, but also to spend time outside, breathing in the ocean air, searching for sea glass, looking at the lighthouses, and enjoying the time."
Luxury 1900's romantic retreat steps from the beach - King Suite!

Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

9.4 out of 10, Exceptional, (57)
"For a group of 10 people, the house was very comfortable. Almost everything was provided, except for a few essential items like toilet paper and sugar. The residence is located in a very peaceful neighborhood, close to the sea. The nearest town is about a 10-minute drive away, where you can find everything you might need, such as grocery stores, restaurants, and public transportation to larger cities. During our stay, we had no access to Wi-Fi or TV services.This wasn’t an issue for us, as we...
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

Edgemoor Estate 11 Bed (Sleeps 26) - Beach Pool Jacuzzi

Edgemoor Estate 11 Bed (Sleeps 26) - Beach Pool Jacuzzi

Short stroll to the beach! Newly renovated, 3 bedroom condo, wrap around porch

10.0 out of 10, Exceptional, (12)
"Well equipped condo!"
Short stroll to the beach! Newly renovated, 3 bedroom condo, wrap around porch

Apartments in Salem

3.0 star property
8.0 out of 10, Very good, (44)
"Perfect place for visiting Salem easily walkable to all the fun and action!"
The price is AU$492
includes taxes & fees
17 Mar - 18 Mar
Apartments in Salem

Odysea: Walk Boardwalk, 2 Garages, Modern Kitchen, Fast WiFi, Smart TV, Central Heat

9.0 out of 10, Wonderful, (28)
"A very well kept and compact little apartment. Well stocked with everything (except they forgot dishwasher soap on this occasion). Two issues: the stairs up to the loft were fine for us, but might be difficult for anyone with walking issues. And the heating system was a bit of a mess. Upstairs roasted, while the downstairs main room was chilly, and the downstairs bedroom became a sauna if you closed the door. But for most people I'm sure this is not a winter time rental!"
Odysea: Walk Boardwalk, 2 Garages, Modern Kitchen, Fast WiFi, Smart TV, Central Heat

The Warlock House: Bewitching - Speak Spells, Wave Wands, Ride Brooms - Walk to Salem, WiFi, Parking

9.8 out of 10, Exceptional, (44)
"Nice themed place in the heart of Salem"
The price is AU$984
includes taxes & fees
12 Mar - 13 Mar
The Warlock House: Bewitching - Speak Spells, Wave Wands, Ride Brooms - Walk to Salem, WiFi, Parking

Hampton Beach Cottage - River/Beach 2 Block Walk

9.2 out of 10, Wonderful, (20)
"Thanks so much, stay was great and cottage was just what we needed. Great location!"
Hampton Beach Cottage - River/Beach 2 Block Walk

Riverview charming apt near beach

9.8 out of 10, Exceptional, (24)
"We stayed over thanksgiving and it was perfect. Nice and clean and easy to get around !"
The price is AU$448
includes taxes & fees
10 Mar - 11 Mar
Riverview charming apt near beach

The Great Escape on Hampton Beach. Beach directly across the street.

10.0 out of 10, Exceptional, (60)
"From start to finish it was exceptional. Scott was a great host, checked in to see if we needed anything. The place was clean and had everything we could ever ask for. It was an amazing stay and we will definitely be back!"
The Great Escape on Hampton Beach. Beach directly across the street.

Spectacular OCEANFRONT apt near BOSTON, SALEM + Logan Airport

9.8 out of 10, Exceptional, (92)
"Amazing views, property owner was very accommodating and pleasant to work with. Will be trying to return here in warmer weather."
Spectacular OCEANFRONT apt near BOSTON, SALEM + Logan Airport

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (225)
"Home was perfect for our family get together. Location was super close to downtown shops and tours. Plenty of towels and blankets. Lots of hot water for our group of 10. We had 3 vehicles and had a pretty easy time street parking one. Check in email was detailed and helpful. Check out process was simple, for which we were very grateful. Great stay overall!"
Leslie's Retreat: Spacious home ideally located to everything

Seaside retreat: Steps to beach, board walk. 3 car parking, deck, BBQ.

2.0 star property
10.0 out of 10, Exceptional, (4)
"We spent a long weekend at the seaside retreat and even though it was January we had some mild temps and were able to take some nice walks with our dog on the beach. The house was immaculate when we arrived, maybe the cleanest rental I’ve ever stayed in! The bathrooms are huge and the bedrooms were just right. Everyone seemed very happy with their beds, I can vouch that the master was very comfortable and I’m kind of picky about beds. The living room was perfect for hanging out in the...
The price is AU$876
includes taxes & fees
23 Mar - 24 Mar
Seaside retreat: Steps to beach, board walk. 3 car parking, deck, BBQ.

Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

10.0 out of 10, Exceptional, (55)
"We enjoyed our stay in this adorable home. Close to classic New England town of Newburyport and the Parker River Wildlife Refuge. Already booked another stay!"
The price is AU$748
includes taxes & fees
10 Mar - 11 Mar
Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

• Oceanside condo ON Hampton Beach •

10.0 out of 10, Exceptional, (46)
"Everything about this place was great! Nice apartment and beautiful view!"
• Oceanside condo ON Hampton Beach •

The Lighthouse - Perfect Location Near Beach/Boardwalk

The price is AU$623
includes taxes & fees
10 Mar - 11 Mar
The Lighthouse - Perfect Location Near Beach/Boardwalk

Oceanfront, private balcony, stunning panoramic views of the Atlantic

10.0 out of 10, Exceptional, (32)
"The room is just a vamped up motel room. It was nice and clean, but expensive for what it was. Pictures showed a beach but the beach is mostly huge rocks( not shown in pictures)and you had to cross the main traveled road to get to it. You couldn't hear the waves from the ocean on the balcony because of the traffic. I can't imagine how awful it would be in peak season. You have a view of the ocean which is nice but the sea wall is so high you can't see the beach at all. I feel like the ad for...
The price is AU$555
includes taxes & fees
10 Mar - 11 Mar
Oceanfront, private balcony, stunning panoramic views of the Atlantic

Spacious and Charming 6-Bed Beach House in Salisbury

Spacious and Charming 6-Bed Beach House in Salisbury
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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Other types of properties in Gloucester you may be interested in

Beauport Hotel Gloucester

3.5 star property
9.6 out of 10, Exceptional, (828)
"Excellent experience "
The price is AU$360
includes taxes & fees
10 Mar - 11 Mar
Beauport Hotel Gloucester

Harborview Inn

3.5 star property
9.6 out of 10, Exceptional, (290)
"I booked an overnight stay for my mom and I as a Christmas gift for her, as she had never traveled to Gloucester. We planned a trip to hunt for seaglass and wanted to stay close to Pavilion Beach. SO glad we decided to stay here! John is very warm, welcoming, and conversational. He made us feel at home right away, and even carried my mom's overnight bag upstairs to our room. We stayed in the Manchester room, which had a beautiful view of the beach across the street. The bathroom was super tiny...
The price is AU$335
includes taxes & fees
11 Mar - 12 Mar
Harborview Inn

The Vista

2.5 star property
9.4 out of 10, Exceptional, (361)
"Great relaxing place to stay with amazing views. And lovely kind staff. "
The price is AU$326
includes taxes & fees
1 Apr - 2 Apr
The Vista
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.

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.

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

Beach Life Bliss - steps to the beach: This highly rated holiday home rental in Gloucester is located near the beach, and has a patio, a garden and a BBQ 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 holiday with amenities such as a selection of games. Some other top choices in Gloucester are Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam and Edgemoor Estate 11 Bed (Sleeps 26) - Beach Pool Jacuzzi.

How many holiday rentals are there in Gloucester?

Expedia has 151 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 Pavilion Beach and Half Moon Beach 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.