Gloucester vacation rentals

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Popular amenities for Gloucester vacation rentals

Stay near Gloucester's top sights

Wingaersheek Beach66 locals recommend
Crane Beach124 locals recommend
Good Harbor Beach118 locals recommend
Halibut Point State Park115 locals recommend
Rockport Music-Shalin Liu Performance Center77 locals recommend
Cape Ann Museum69 locals recommend

Gloucester beach vacation rentals

Superhost
Colorful stacked kayaks are arranged on a grassy area overlooking the water. A sandy beach is visible in the foreground, leading to a stone jetty extending into a calm body of water. A clear blue sky with scattered clouds fills the background.
Home in Beverly
4.86 out of 5 average rating, 178 reviews

Beverly Beach House- Upper Deck

RachelRating, 5 stars5 months ago
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!
Top guest favorite
The exterior of the cottage is visible, featuring light gray siding and multiple windows with white trim. A vibrant display of pink flowers is situated in the foreground, providing a colorful contrast to the structure.
Home in Hampton Beach
4.96 out of 5 average rating, 273 reviews

2 Bedroom Beach Bungalow, Steps from the Beach!

JillRating, 5 stars3 days ago
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.
Superhost
A charming ranch-style home is showcased with a blue front door and classic window shutters. Two light-colored chairs are placed on the manicured lawn, surrounded by vibrant pink flowers. The entrance is framed by white railings and a well-maintained pathway.
Home in Seabrook Beach
4.76 out of 5 average rating, 82 reviews

Beach Bums' House - Perfect for Families & Friends

HollyRating, 5 stars5 months ago
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.
Top guest favorite
A serene beach scene showcases soft waves gently lapping against the shoreline. Light sand is dotted with smooth rocks, while the horizon features clear blue skies meeting the ocean. A few distant figures can be seen enjoying the beach, contributing to a peaceful atmosphere.
Condo in Hampton Beach
4.98 out of 5 average rating, 154 reviews

Beachfront Getaway

SamanthaRating, 5 stars8 months ago
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!!
Superhost
The exterior of a white and blue two-story house is showcased, featuring a sign that identifies the property. Black shutters frame the windows on the upper floor, while a white picket fence surrounds the front yard. A car is parked along the side of the building.
Apartment in Salisbury
4.86 out of 5 average rating, 114 reviews

Ocean Wave unit, Melo's Beach House Rentals

MeganRating, 5 stars8 months ago
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.
Guest favorite
An outdoor balcony is furnished with wooden seating and a coffee table, providing ocean views and a serene atmosphere. The nearby sandy beach can be seen in the background, framed by a clear blue sky and a gentle horizon.
Condo in Hampton Beach
4.94 out of 5 average rating, 111 reviews

Summer bliss in our oceanfront 2BR condo awaits!

DavidRating, 5 stars2 weeks ago
Excellent condo, clean and felt like we were at home. I would stay here again in a minute. Highly recommended. Thank you Jose.
Guest favorite
Cottage in Newburyport
4.99 out of 5 average rating, 165 reviews

True North Cottage*Ocean side of Boat Basin!*

ErikRating, 5 stars6 months ago
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.
Top guest favorite
A serene sunset is captured over the horizon, with a vibrant gradient of orange and yellow hues illuminating the sky. Smooth, dark stones dot the foreground, reflecting the warm colors of the sunset, creating a calm, tranquil atmosphere at the water's edge.
Condo in Hampton Beach
4.97 out of 5 average rating, 267 reviews

Beachfront Summer Fun

KimRating, 5 stars3 days ago
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

Guest favorite
The exterior of a multi-story coastal building is displayed during twilight. Soft lighting illuminates the balconies, which feature green chairs. A fence encloses the property, and neighboring structures are faintly visible in the background.
Home in Hampton Beach
4.94 out of 5 average rating, 105 reviews

Pearls on Perkins, Beautiful Condo!

ValerieRating, 5 stars8 months ago
We had an amazing time, perfect unit, location was just WOW and Karen was so kind and helpful. Will be back for sure!!
Top guest favorite
A modern living area features vaulted ceilings and wooden accents, creating an open atmosphere. A large flat-screen television is mounted on a white media console. Comfortable seating is provided on a dark sectional sofa, complemented by natural light from skylights and windows.
Home in Newburyport
4.99 out of 5 average rating, 129 reviews

“Salty Girl” Plum Island, MA

AshleyRating, 5 stars6 days ago
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!!!
Top guest favorite
The Victorian-style home features a welcoming front porch and a well-maintained garden with various plants and flowers. The two-story structure has a sloped roof and is surrounded by trees, providing character and charm to the exterior.
Home in Somerville
4.96 out of 5 average rating, 293 reviews

Best House Cambridge/Somerville

DavidRating, 5 stars5 months ago
Beautiful home in a lovely and walkable location in Sommerville. Susan was a very welcoming host! Thanks for the great stay!
Superhost
A tranquil bedroom features a spacious bed with floral-patterned bedding. Two nightstands with matching lamps are positioned on either side. Natural light filters through sheer curtains, complementing the soft wall color and enhancing the serene ambiance of the room.
Home in Canton
4.83 out of 5 average rating, 170 reviews

3 bedroom impeccable private home, quiet street

PhilipRating, 5 stars3 days ago
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!
Guest favorite
A mid-century house is positioned among lush greenery, showcasing a modern exterior in muted tones. A paved driveway leads up to the entrance, framed by a natural landscape of trees and grass, creating a serene and inviting outdoor environment.
Home in Lexington
4.92 out of 5 average rating, 119 reviews

Mid-Century Modern in Historic Lexington

MichaelRating, 5 stars3 weeks ago
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.
Guest favorite
The living room is designed for relaxation with a comfortable sofa and a flat-screen TV. Natural light fills the space through large windows, illuminating the hardwood flooring. A center coffee table enhances the inviting atmosphere, encouraging gatherings after a day of exploring.
Home in Quincy
4.88 out of 5 average rating, 147 reviews

284 - New! Tranquil & Cozy Boston Home

KathyRating, 5 stars1 month ago
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.
Top guest favorite
A fire pit is surrounded by colorful adirondack chairs in a grassy area, with bright yellow flowers adding a pop of color. The view in the background includes a landscape of greenery leading to the water, suggesting a peaceful outdoor space for gatherings.
Home in Ipswich
4.98 out of 5 average rating, 194 reviews

Stagehill Beach House

PaulaRating, 5 stars6 months ago
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!
Guest favorite
A classic staircase with rich wooden handrails leads to the upper levels. A small console table beside the stairs features decorative items, including a flower vase and framed wall art with welcoming messages. The rustic accent wall adds charm to the entryway.
Home in Dorchester
4.96 out of 5 average rating, 114 reviews

LargeDuplex10Beds w/prkg near Downton

RyanRating, 5 stars3 weeks ago
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

Top guest favorite
The exterior of a beach house is displayed, featuring light gray shingles and a white railing. A spacious covered front deck and multiple large windows create an inviting entrance. Stairs lead up to the double front doors, framed by additional windows on either side.
Home in Rockport
5 out of 5 average rating, 19 reviews

Oceanfront Home Rockport

MarissaRating, 5 stars6 months ago
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!
Superhost
A scenic view of the backyard faces the pond, featuring a well-maintained lawn and a firepit area. Several seating options are visible, including white Adirondack chairs and a red bench. Lush trees provide shade, framing the home and enhancing the tranquil outdoor space.
Home in Scituate
4.97 out of 5 average rating, 71 reviews

Well Scituated

JoannRating, 5 stars6 months ago
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.
Guest favorite
An open living area features a hardwood floor that connects the dining space with large windows and comfortable seating. A wooden dining table with chairs is positioned at the center, while a black cabinet stands against the wall near a decorative fireplace.
Home in Scituate
4.99 out of 5 average rating, 100 reviews

4BD Quiet Sand Hills Beach House

NolanRating, 5 stars4 months ago
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!
Guest favorite
A charming exterior view showcases a two-story home surrounded by lush greenery and vibrant white flowers. A spacious wrap-around deck is visible, offering access to the entry. Sunlight highlights the textured siding, creating an inviting atmosphere in the peaceful neighborhood.
Home in Rye
4.91 out of 5 average rating, 53 reviews

*Ocean View* Charming beach house

EmmaRating, 5 stars1 week ago
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!
Superhost
Home in Hampton Beach
4.94 out of 5 average rating, 18 reviews

Updated Beach House One Block From the Beach

GinaRating, 5 stars8 months ago
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.
Guest favorite
Home in Hampton Beach
4.95 out of 5 average rating, 41 reviews

Beach access, walking distance to downtown!

MargaretRating, 5 stars1 month ago
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.
Guest favorite
An open kitchen and dining area are featured, showcasing a modern stainless steel appliance set and a spacious wooden dining table surrounded by six chairs. A blue glass vase is placed at the center of the table. Light hardwood flooring is visible throughout, contributing to the bright atmosphere.
Home in Salisbury
4.94 out of 5 average rating, 97 reviews

Gorgeous 4 bedroom beach house. Perfect location!

LaurieRating, 5 stars1 month ago
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.
Guest favorite
An aerial view captures the proximity of the cape house to Good Harbor Beach and Long Beach. The landscape showcases sandy shores and a vibrant community, with greenery surrounding the area. Nearby roads and beachgoers add to the lively coastal setting.
Home in Gloucester
4.91 out of 5 average rating, 122 reviews

Gloucester Beach House, near Good Harbor Beach!

TashaRating, 5 stars4 months ago
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.

Destinations to explore

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