Gloucester Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Gloucester

Full-size fridge, microwave, oven, stovetop
Long Beach Suites

Long Beach Suites

2.0 star property
Gloucester
9.2 out of 10, Wonderful, (55)
"Great location beautiful place "
United States
Peter
Long Beach Suites
Beach nearby
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach

Gloucester
9.8 out of 10, Exceptional, (39)
"We had a great stay here - the house was very comfortable and welcoming and just steps away from the beach! The owner is very responsive and helpful. Would absolutely stay here again!"
United States
Piper T.
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach
Outdoor dining
Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!

Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!

Gloucester
10.0 out of 10, Exceptional, (37)
"Pat was a fantastic host. The house was very clean, comfortable and well equipped. The location is awesome. 5 minute walk from Good Harbor Beach and equally close to an excellent ice cream/pizza/lobster roll place. I hope to stay again in the future. "
United States
Adam S.
Steps Away from Good Harbor & Long Beach! Spacious Home for Groups of All Sizes!
Fridge, microwave, oven, stovetop
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24

Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24

Gloucester
10.0 out of 10, Exceptional, (3)
"It was a beautiful home. Clean, up-to-date, and conveniently located. The host was very attentive and helpful. "
United States
Charlie L.
Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24
On the beach, sun loungers, beach towels
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam

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

Gloucester
9.4 out of 10, Exceptional, (61)
"House and location supported a relaxing stay with family. "
United States
Joe P.
Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam
Interior
Luxury 1900's romantic retreat steps from the beach - King Suite!

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

Gloucester
9.8 out of 10, Exceptional, (49)
"Had a great cozy weekend near the ocean! Planning to stay here again!"
United States
Ryan W.
The price is ￥15,300
￥44,193 total
includes taxes & fees
Nov 29 - Nov 30
Luxury 1900's romantic retreat steps from the beach - King Suite!
Fridge, microwave, oven, stovetop
Peaceful centrally located home: w/ yard & walking distance to town

Peaceful centrally located home: w/ yard & walking distance to town

2.0 star property
Gloucester
8.6 out of 10, Excellent, (11)
"We had a great stay! We had everything we needed and it wasn’t far from Salem which is what we came for. We’d stay again. Thank you! "
United States
Adam T.
Peaceful centrally located home: w/ yard & walking distance to town
First Floor 3-4 Bedrooms Apartment | Private kitchen | Fridge, microwave, coffee/tea maker, toaster
Apartments in Salem

Apartments in Salem

3.0 star property
Salem
8.0 out of 10, Very Good, (48)
"This was a great spacious place! It was a great location to all the attractions and restaurants! We walked everywhere! "
United States
Janet
Apartments in Salem
Exterior
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!

Hampton Beach
10.0 out of 10, Exceptional, (99)
"This is an amazing property to stay at! The property owner is extremely responsive to ALL texts and requests. I highly recommend staying here!"
United States
Darlene S.
The price is ￥46,365
￥95,079 total
includes taxes & fees
Nov 16 - Nov 17
Premier, modern, fully renovated, Beach home...stroll to the beach in 3 minutes!
Beach
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

Downtown Salem
9.6 out of 10, Exceptional, (61)
"Amazing place to stay! Love the attention to decorating details, from the spooky lighting to the Alexa “Scroll of Spells” and it’s within close walking distance to many Salem attractions! Would recommend to anyone!"
United States
More M.
The price is ￥48,065
￥116,086 total
includes taxes & fees
Nov 16 - Nov 17
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
Exterior
Cozy Salem Getaway. Historic Home Near All the Sights

Cozy Salem Getaway. Historic Home Near All the Sights

Salem
9.6 out of 10, Exceptional, (58)
"it was very nice and cozy definitely go back there again "
United States
Doreen
The price is ￥20,864
￥46,266 total
includes taxes & fees
Nov 17 - Nov 18
Cozy Salem Getaway. Historic Home Near All the Sights
Smart TV
2 Bed/2 Bath Private Beach House One Block from the ocean.

2 Bed/2 Bath Private Beach House One Block from the ocean.

Hampton Beach
10.0 out of 10, Exceptional, (18)
"Truly enjoyed staying at the house. Parking was good. Thank you for a wonderful stay. "
United States
Karen k.
2 Bed/2 Bath Private Beach House One Block from the ocean.
Interior
Ocean views from every window. 5min walk to the quiet end of the beach!

Ocean views from every window. 5min walk to the quiet end of the beach!

Hampton Beach
9.6 out of 10, Exceptional, (28)
"We had a great long weekend . The location was perfect ."
United States
Anonymous traveler
Ocean views from every window. 5min walk to the quiet end of the beach!
Exterior detail
Lovely 1.5 bedroom in the great historic town

Lovely 1.5 bedroom in the great historic town

Salem
9.6 out of 10, Exceptional, (60)
"Tina's property was clean, large, and very comfortable!"
United States
Jill S.
The price is ￥18,546
￥39,361 total
includes taxes & fees
Nov 18 - Nov 19
Lovely 1.5 bedroom in the great historic town
Interior
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Salem
9.6 out of 10, Exceptional, (145)
"Great place The one and only negative was the smell of POT when you opened door to unit. Otherwise, what a great place, beautiful, clean, close to everything. Would definitely stay again "
United States
HEATHER
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Property grounds
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
Salem
10.0 out of 10, Exceptional, (18)
"Great property. Can walk to many things and was a great hub to see beautiful Maine Owner was helpful and quick to respond. "
United States
Michelle B.
The price is ￥22,557
￥68,355 total
includes taxes & fees
Dec 8 - Dec 9
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Exterior
Quiet neighborhood and Walking destination to Downtown Salem

Quiet neighborhood and Walking destination to Downtown Salem

Salem
9.4 out of 10, Exceptional, (24)
"Easy instructions to get into the apartment, we were on the third floor. Great amenities, and it was a nice quiet place. Nice furnishings as well."
United States
Brandon R.
Quiet neighborhood and Walking destination to Downtown Salem
Smart TV
NEW 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking

NEW 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking

Salem
10.0 out of 10, Exceptional, (26)
"Was a lovely place and perfect for me and my girlfriend especially after it being so hot while we were in town "
United States
Merrick P.
The price is ￥20,934
￥47,381 total
includes taxes & fees
Nov 30 - Dec 1
NEW 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
Interior
Leslie's Retreat: Spacious home ideally located to everything

Leslie's Retreat: Spacious home ideally located to everything

Salem
10.0 out of 10, Exceptional, (250)
"Leslies retreat was an amazing place to stay in an amazing city I hope to come back again one day!"
United States
Dominic F.
Leslie's Retreat: Spacious home ideally located to everything
Smart TV
Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!

Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!

Salem
9.6 out of 10, Exceptional, (147)
"We loved our stay at this property. It was so convenient to walking around Salem and the apartment was very comfortable and had everything we needed."
United States
Brigette P.
Townhome #2 -3 Bed/2 Bath Beautifully renovated modern apartment w/Waterviews!
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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Top Gloucester Hotel Reviews

Knights Inn Danvers

Knights Inn Danvers

10/10 Excellent
"I enjoyed my stay. Staff was friendly, rooms are clean and quiet and the price was reasonable. The location was pretty close to Salem."
Kathleen 2-night trip
Posted 14 hours ago
Knights Inn Danvers

Find out more about Gloucester

Search for holiday rentals in Gloucester on Expedia! You can easily find your home rentals, villas, holiday apartments in Gloucester using one of the methods below:

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Look no further and take a look at our great range of rental properties in Gloucester!

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?

Steps to Wingaersheek's Private 1.5 Mile White Dune Beach: This Gloucester vacation home rental is located near the beach and has a fireplace, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other top choices in Gloucester are Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24 and Wingaersheek, Private & Public Beach, Luxury Home, Ext'd Family Show Annisquam.

How many vacation rentals are there in Gloucester?

Expedia has 157 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 Niles 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 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.