
Gloucester vacation rentals
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Top-rated vacation rentals in Gloucester
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Popular amenities for Gloucester vacation rentals
Gloucester beach vacation rentals

Beverly Beach House- Upper Deck
We stayed here for a week, and fell in love with it! The house has so much charm and character. We thoroughly enjoyed our stay, and want to stay there again. It was within walking distance to many places, including a beach. A definite charm in Beverly! The host was amazing! She was very responsive to our questions, and checked in a few times to see if we needed anything, which I appreciated. You are missing out if you don’t stay here!

2 Bedroom Beach Bungalow, Steps from the Beach!
The location was perfect. We selected the cottage because of the proximity to Hampton State Park Beach which was, as is described in the posting, only a few steps away. The cottage is also quite close to the boardwalk. It would be great for a group that wanted the best of both - quiet neighborhood and accessible to eating and entertainment. The cottage was clean and cozy, just right for our party of four, and had available many little items travers might need or left behind at home. Sharon was helpful and very responsive.

Beach Bums' House - Perfect for Families & Friends
This is an older ranch with a spacious kitchen and super comfortable beds. A beautiful beach is steps down the road. It is the first house off the highway, so you may hear traffic noise. There is a dehumidifier, which you will need to turn to the highest setting. The host is friendly and very responsive.

Beachfront Getaway
This is a way to truly get away. The studio was gorgeous, the bed was incredibly comfortable and having the ocean right outside was amazing. We only booked for a weekend, but I wish we had booked for a week - so amazing!! Everything was perfect!!

Ocean Wave unit, Melo's Beach House Rentals
We came in from out of town for a few days and were so pleased with our stay. The house was clean and comfortable. It was very close to the beach and walkable to the center for entertainment and restaurants. We would absolutely book again. Thank you for a wonderful weekend.

Summer bliss in our oceanfront 2BR condo awaits!
Excellent condo, clean and felt like we were at home. I would stay here again in a minute. Highly recommended. Thank you Jose.

True North Cottage*Ocean side of Boat Basin!*
Located just a short walk to the beach this charming cottage offered the perfect blend of comfort and convenience for my whole family. The spacious cottage was clean and very well designed with everything we needed for a relaxing stay, including a fully equipped kitchen and cozy living area with modern amenities. The hosts, Elia and Rob, were incredibly welcoming and accommodating and we hope to visit again soon. I would highly recommend True North Cottage to anyone looking for a peaceful getaway near the beach and scenic, downtown Newburyport.

Beachfront Summer Fun
we had a wonderful time, everything was perfect. Diane's place was clean and we had everything we needed. The view was awesome and walking distance to everything.
Gloucester house rentals

Pearls on Perkins, Beautiful Condo!
We had an amazing time, perfect unit, location was just WOW and Karen was so kind and helpful. Will be back for sure!!

“Salty Girl” Plum Island, MA
Another amazing stay at Salty Girl! Erin’s home is spotless and calm and inviting. There were so many small touches to make a family’s stay easy like a toy drawer, step stool in the bathroom, and stuffed animals for the kids in the bunk room! Truly so thoughtful. The location couldn’t be better with an easy walk to the bay and beach. Really peaceful surroundings. Thank you! We can’t wait to return!!!

Best House Cambridge/Somerville
Beautiful home in a lovely and walkable location in Sommerville. Susan was a very welcoming host! Thanks for the great stay!

3 bedroom impeccable private home, quiet street
We found the perfect spot to visit Trillium for the Boston Hot Sauce Party! The guys from Full Slice Podcast and Table Top Trio say thank you and hope to come back next year!

Mid-Century Modern in Historic Lexington
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.

284 - New! Tranquil & Cozy Boston Home
Quaint, clean and very spacious home. We were a party of 10 and had plenty of room. Jenny was very helpful from start to finish.

Stagehill Beach House
Loved this rental! Katie was so nice and very accommodating! This house was great! Pictures didn’t do it justice! Plenty of room and amazing views. My favorite room was the sitting room upstairs with views from every window! Lots of clean linens and super comfy beds! Check in and check out were a breeze. Easy to follow instructions on how to close up. Only complaint was on me! Wish we booked “in season” to take advantage of the beach! We will definitely be back! Thank you again, Katie! Your place and you, were top notch!

LargeDuplex10Beds w/prkg near Downton
Fatima's place was welcoming, clean, and well-equipped. She was extremely accommodating and helpful. I enjoyed the amount of space we had for a large group. The transit nearby was down but they still had busses to accommodate. Definitely an amazing value for what we paid. I'd definitely recommend it for a bachelor party or any large group outing. We couldn't have had a better time!
Beach house rentals in Gloucester

Oceanfront Home Rockport
We had a wonderful stay at Nicole’s home. The house was clean, beautifully decorated and had stunning views. The kitchen was well stocked, beds were comfortable and we felt right at home. There is an abundance of outdoor space for relaxing or dining. Our kids played games outsides for hours on the porch and the near by beaches. I hope to return and highly recommend!

Well Scituated
This was our 3rd year renting, and we’ve already booked for the 4th year! That pretty much says it all! It’s our favorite long weekend of the year. You will not be disappointed.

4BD Quiet Sand Hills Beach House
Jennifer is one of AirBnB’s great hosts and this home is surpassingly charming and quaint. It is everything you want in a coastal New England holiday. Stayed here for a wedding at the Barker House which is only a very short walk away. Cannot recommend enough!

*Ocean View* Charming beach house
House was spacious in a quiet neighborhood. The beach is a short walk away. There was some mold in the bottom of the shower which was the only downside, but it did not detract from the overall stay. Would stay here again!

Updated Beach House One Block From the Beach
Jake’s place was absolutely perfect, it was so spacious for our big group of 10, adults and teenagers and preteens. The sunsets from Jake’s deck were absolutely breathtaking and the sunrises at the beach were absolutely gorgeous. Walking distance to all the best restaurants and shops and beach. We already can’t wait to come back next summer, we hope Jake will have us. Our friends can’t wait to book with him as well. Thank you so much Jake for allowing my family to make memories to last a lifetime.

Beach access, walking distance to downtown!
We had a wonderful stay at Hampton Beach. The house is right across the street from the beach and has a great view from the top floor. The house is cute and comfy and Larissa was very helpful and responsive in communication. The house is also within walking distance of many shops, restaurants, ice cream places, etc. Just of note, the house is right next to the street and parking lot so it's a great location if you are walking to the beach but not super quiet if you want to sit outside at the house. There is also only one parking space that goes with the house so when it is busy can be difficult to park a second car. That didn't effect our stay, though, and we really enjoyed the house and location.

Gorgeous 4 bedroom beach house. Perfect location!
Our stay in Salisbury was great. The house was clean and well equipped. More then enough room for our group of seven adults. So close to the beach and walking distance to the boardwalk for dinner. I would come again in the future.

Gloucester Beach House, near Good Harbor Beach!
Our stay at the Gloucester Beach House was great. It is a nice walk down to Good Harbor Beach, The Common Place Market and the neighborhood is peaceful. Its about a 10-minute drive to anywhere you want to go in Gloucester. Diane was responsive with any communication we had with her, and stayed in contact with us throughout the trip. We were grateful to be able to check in early after traveling all night to rest before beginning our trip adventures. For anyone interested, the Rhumb Line currently offers live music every night and its a variety of music. We went there several times and the musician's were top notch, and this is a place where the locals gather. We ended up visiting with friends and family and looking forward to another trip out to explore more of North Shore! Thank you so much for the wonderful home and stay.
Quick stats about vacation rentals in Gloucester
Total rentals
590 properties
Total number of reviews
25K reviews
Family-friendly rentals
380 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
270 properties have a dedicated workspace
Frequently Asked Questions
Where should I stay in Gloucester?
Make yourself at home in Gloucester by choosing from our most frequently booked neighborhoods. We have over 250 vacation rentals in Riverview, over 330 vacation rentals in Annisquam, and over 250 vacation rentals in West Gloucester.
Are there vacation rentals with a dedicated workspace in Gloucester?
Yes! Work meets play with ease at over 270 vacation rentals in Gloucester featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Gloucester?
Four-legged friends are welcome in Gloucester. Choose from more than 160 vacation rentals for guests traveling with pets.
Are there Gloucester vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Gloucester, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in boutique hotel rentals in Gloucester?
Experience the best of Gloucester with our boutique hotel rentals, starting at about $230 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Gloucester have a gym?
Absolutely! We offer over 10 house rentals with a gym in Gloucester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gloucester have self check-in?
Absolutely! We offer over 100 house rentals with self check-in in Gloucester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gloucester have a bbq area?
Absolutely! We offer over 110 house rentals with a bbq area in Gloucester. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Gloucester?
Gloucester has more than 250 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Gloucester?
Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with a bbq area, over 100 homes with self check-in, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
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