Apartment holiday rentals in Gloucester

4.94 out of 5 average rating, 104 reviews

A spacious living area is highlighted by framed windows that provide ample natural light and offer views of the sky. A modern couch and an antique roll-top desk are present, accompanied by a cozy armchair. A decorative star design in the area rug adds a unique touch.

Apartment in Peabody

Peabody Penthouse Top of the World Sunset View

Enjoy sunrise/sunset panoramic view from the new 6th floor Penthouse Sanctuary, the highest point in Peabody! This thoughtfully decorated spacious Penthouse open floor plan is a place to retreat, recharge, write, envision, and to enjoy the best of life. A walk away from the NS Mall/Borders Books where the Logan Express arrives. Also a mile away are the running trails, lovely ponds and apple picking at the city run Brooksby farm and six miles away from historic Salem. You will love it here!

A cozy outdoor patio features two bright red Adirondack chairs and a white circular table. The table holds two bowls of snacks and a glass of orange beverage. A backdrop of greenery creates a serene setting, enhancing relaxation.

4.96 out of 5 average rating, 178 reviews

KeyWest Vibe, PrivatePatio, Close2Salem, WalkDWNTN

Looking for the perfect Gloucester retreat for your group or family? Look no further than this spacious and inviting 2-bedroom unit, ideal for families and groups seeking comfort, style, and ample room to relax. Step inside and be greeted by a bright and spacious living area, perfect for gathering together after a day of exploring all that Gloucester has to offer. With its comfortable furnishings and modern amenities, this unit is designed to provide you with the ultimate vacation experience.

4.97 out of 5 average rating, 307 reviews

Seacoast Getaway

Seacoast, NH’s popularity is well-earned, with museums, the finest restaurants, spas and shopping that blend perfectly with the Seacoast landscape. From our beautiful beaches and coastline combined with plentiful outdoor recreation, including fishing and whale watching, kite flying and more with Portsmouth, Rye, Exeter and Kittery Maine, all a short ride our beachfront condo has something for all. After a day of outdoor activity and exploring, come retire and rest in our place with a view.

A modern kitchen is presented with crisp white cabinetry and sleek stainless steel appliances. A large island with seating for four is featured, providing a space for casual dining. Bright overhead lighting enhances the clean lines and organized layout of the kitchen.

4.98 out of 5 average rating, 125 reviews

1 Bedroom 1 Bath Waterview Downtown w/ Parking

Steps to ocean, steps to restaurants and shops. Quiet and quaint. Enjoy this centrally-located unit with all the town of Rockport has to offer right out the front door. Clean and fresh, with ocean views from the kitchen and living room. Unit has been renovated and updated with fresh paint, new appliances, new mattress and new sleeper sofa for guests. Enjoy the town shops, restaurants, sights, and beach all with a short scenic walk. This is Main Street, USA. Desirable Downtown Parking spot.

A comfortable living area features a sectional sofa arranged around a rustic coffee table. A floor lamp provides soft lighting, and decorative plants add a touch of greenery. Natural light enters through sheer curtains, illuminating an art piece on the wall.

4.88 out of 5 average rating, 153 reviews

Winter 3BR Escape | Historic + Modern Mix

Wisteria Vine Properties | Where comfort meets Salem’s magic. Discover this spacious and beautifully designed 3-bedroom, 2-bath condo—perfect for families and friend groups seeking a relaxing, memorable stay. Enjoy a fully equipped chef’s kitchen, hotel-quality beds, premium amenities, and a private outdoor space with BBQ. Just 7 min drive / 25 min walk to downtown Salem, the Witch Museum, and the House of the Seven Gables, and 8 min drive to the commuter rail for quick access to Boston.

Seating for two is positioned by expansive windows, offering views of the ocean and harbor at sunset. Natural light enhances the inviting atmosphere, while curtains frame the scene, highlighting the serene coastal setting.

4.95 out of 5 average rating, 111 reviews

Rockport Oceanfront Apartment Heart of Downtown

Dreaming of a magical seaside getaway? Our charming eco-apartment in the Dream House awaits you! A beach lover's paradise, we're located directly on the ocean in the heart of downtown on Bearskin Neck. Watch the sunset from our amazing windows overlooking the harbor. Steps to shopping, dining, art galleries, Front Beach and Motif #1. A short drive to Halibut Point for wonderful walks and an easy train ride or drive to Salem. Make a trip to this delightful seaside village a priority!

A view of a waterfront building is framed by leafy tree branches. A staircase leads to a second-floor entrance. Brightly colored kayaks are lined up along the calm water's edge, with a wooden dock visible in the background.

4.98 out of 5 average rating, 123 reviews

Harbor Place - Airy hideaway over Rockport Harbor

Enjoy stunning views of Rockport Harbor and the Atlantic from Harbor Place, a breezy, quiet open-floorplan bnb on Tuna Wharf, steps from the galleries, shops and restaurants of bustling Bearskin Neck. You'll be within easy strolling distance of several beaches, the train station, the Shalin Liu Performance Center, kayak rentals, walking paths, parks and boat tours. Relax and enjoy the view, eat in or out, lounge on our private beach! Access to Harbor Place is via staircase.

A private deck overlooks Rockport Harbor, featuring two white Adirondack chairs with turquoise cushions. The calm water is dotted with boats, and the iconic Motif #1 is visible in the background, enhancing the coastal ambiance.

4.99 out of 5 average rating, 210 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

From the deck of this New England vacation retreat enjoy amazing views of Rockport Harbor and the iconic Motif #1. Steps from delightful shops, restaurants, and ice cream/coffee, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport on Bearskin Neck. Enjoy beautiful ocean breezes with coffee or cocktails on the deck of this sweet beach retreat nestled on the N.E. coast. Come fall in love with charming Rockport!

An open-concept living area is visible, featuring a modern dining table surrounded by chairs on a textured rug. A kitchenette is equipped with sleek cabinets and appliances. Natural light floods the space, highlighting wooden flooring and an art piece on the wall.

4.96 out of 5 average rating, 181 reviews

Downtown Salem - Park & Play Modern 3 Bedroom Unit

With off street parking , park your car and play! Located in downtown Salem, steps from restaurants, shopping, museums, haunted happenings and commuter rail, enjoy all that Salem has to offer. A quick walk to the commuter rail gives you access to Boston, Rockport and Newburyport. Or take a 3 mile drive that lands you in historic Marblehead. Located on the 2rd floor this Condo is convenient and private -Enjoy central AC, high speed WiFi & smart tv.

Apartment in Lakeside Marblehead

The living area features a mix of comfortable seating, including a floral-patterned sofa and a plaid armchair. A round coffee table sits atop a light blue area rug, and large windows allow natural light to fill the space, enhancing the cozy ambiance.

4.99 out of 5 average rating, 245 reviews

Harbor View Suite

Harbor View Suite is a beautifully decorated two story Unit within a newly renovated Victorian house on the harbor located in Historic Old Town Marblehead, Massachusetts. This accommodation offers a rooftop terrace with panoramic views of the Harbor. Views of the harbor also from the kitchen deck. Perfect for families & friends. One dog allowed no cats please PLEASE note - parking on site is very tight small cars compact SUVs only

4.95 out of 5 average rating, 139 reviews

Luxurious beach house w/ harbor views & near beach

There isn't a better location on Cape Ann! Rocky Neck is the oldest art colony in the US. This luxurious 1br boasts ocean views & was updated w/ designer & custom features. Not only can you walk to the beach, there are amazing restaurants across the street and a wine & cheese bar featuring local art you can peruse while having a cocktail. Come and enjoy sunsets from the deck and everything else Gloucester has to offer!

An open living space features hardwood floors and a modern aesthetic. A sleek fireplace is mounted on the wall beneath a flat-screen TV. Bar stools with orange upholstery are positioned at the kitchen island, and a glass coffee table sits on a patterned area rug.

4.98 out of 5 average rating, 110 reviews

Boho Beach Condo for Ocean Escape

Enjoy a stylish experience at our centrally-located oceanfront condo. We are walkable to exquisite beaches and parks as well as downtown Gloucester where you will find a number of bars and restaurants to explore. If you feel like hanging in, share a meal/cocktail on the private deck. Perfect for a couples getaway or a group of friends looking to explore the North Shore without ever getting in your car.

Popular amenities for Gloucester apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 19 reviews

Witch City Nook - AC, Parking, Walk Everywhere!

5 out of 5 average rating, 47 reviews

A serene landscape showcases a sprawling marsh at sunset, with vibrant hues in the sky. Tall grasses and slender trees frame the scene, while a gentle waterway meanders through the lush greenery, providing a tranquil backdrop.

Apartment in Essex

Marshside one-bedroom with stunning view

4.76 out of 5 average rating, 25 reviews

Marina View, Walk to Niles Beach & Rocky Neck

A small workspace features a marble-top table accompanied by a white chair with a fur throw. The green wall displays a variety of framed artwork and a small chalkboard with the word 'Welcome.' A mirror above the table reflects elements of the cozy room.

5 out of 5 average rating, 76 reviews

The Merchant's Carriage House - Downtown Salem

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.

4.94 out of 5 average rating, 117 reviews

Cozy up in our oceanfront 2BR condo Hampton Beach

4.87 out of 5 average rating, 107 reviews

A modern studio living area is showcased with a comfortable gray sofa positioned beside a wooden coffee table. A flat-screen TV is mounted on the wall opposite a compact kitchenette, featuring a fridge and sink. Soft lighting is provided by a nearby lamp, creating an inviting ambiance.

Apartment in Arlington

Lovely Studio - Spotless, W/D, Parking, Private

4.84 out of 5 average rating, 296 reviews

A studio space features a spacious bed with a memory foam mattress and a queen pull-out sofa. A modern kitchen is visible, complemented by a dining area with high stools. Natural light enters through a window, while artwork adds visual interest to the walls.

Apartment in East Boston

Stylish garden level studio with a private patio

A bright living area is highlighted by slanted skylights and large windows, offering abundant natural light. Two comfortable armchairs and a spacious blue sofa accompany a wooden coffee table, while a dining table with white chairs sits in the corner. Decorative elements include a plant and framed artwork.

4.99 out of 5 average rating, 75 reviews

Panoramic Ocean Views in Rockport

Pet-friendly apartment rentals

Apartment in East Somerville

The living room is furnished with a brown leather sofa and a light-colored sectional, surrounded by multiple windows allowing natural light. A dark wooden coffee table is placed centrally, adorned with a decorative bowl. An accent chair and a white cabinet add to the room's functionality.

4.84 out of 5 average rating, 254 reviews

A Cozy 3BR Home Close To Train + Boston & Parking

4.85 out of 5 average rating, 138 reviews

A sleek kitchen features modern stainless steel appliances, including a gas stove and a kettle. White cabinetry complements the glossy white subway tile backsplash. Light reflects off the countertops, enhancing the bright and clean appearance of the space.

Apartment in Watertown

Nice Condo to Harvard, MIT, Fenway, with parking

4.87 out of 5 average rating, 124 reviews

The living room features wooden floors with a patterned area rug. Comfortable seating is arranged, including a gray sofa and two armchairs. Natural light pours in through multiple windows, and a decorative lamp stands beside a framed art piece on the wall.

Apartment in Roslindale

Transit friendly condo on quiet street

4.84 out of 5 average rating, 240 reviews

A comfortable outdoor seating area is presented on a covered porch. The space features a sectional sofa and four wicker chairs arranged around a glass coffee table. Views of nearby buildings and a clear blue sky can be seen in the background, enhancing the serene environment.

Apartment in Winter Hill

Spacious, cozy home near Boston!

Apartment in Brookline Village

A spacious living area features a comfortable brown leather sofa and a blue armchair. A wooden coffee table sits in the center, and a 55-inch television is positioned on a console against a light blue wall. Large windows allow natural light to fill the space.

4.97 out of 5 average rating, 113 reviews

2 Bedroom by Longwood Medical Hospitals

4.93 out of 5 average rating, 193 reviews

An open living space features a modern gray sofa paired with a dark green accent chair. A round coffee table sits on a textured blue rug. Natural light enters through large windows, illuminating the dining area and kitchen with stainless steel appliances and wooden cabinets.

Apartment in Waltham

New Super Modern 2 bed in Waltham

Superhost

A well-lit bedroom features a spacious bed dressed in crisp white linens, flanked by small bedside tables with lamps. Large windows provide natural light and views of the surrounding area, while the soft blue walls create a calming ambiance.

Apartment in South Boston

4.87 out of 5 average rating, 121 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

4.94 out of 5 average rating, 186 reviews

A modern kitchen is showcased with light wood cabinetry and an expansive island featuring a white marble countertop. Pendant lights hang above, illuminating the space. The open layout leads to a cozy living area with a large sectional sofa, surrounded by windows that invite natural light.

Apartment in East Boston

Luxury apt w/ sauna & deck | by airport, downtown

Apartment rentals with a pool

Apartment in Portsmouth

4.71 out of 5 average rating, 21 reviews

2BR w Balcony, Parking, Pool, Hot Tub, Tennis!

A stone statue of a woman is depicted sitting gracefully, holding a wreath. An American flag flutters above, while a multi-story building is visible in the background, suggesting a seaside location.

4.9 out of 5 average rating, 41 reviews

Hampton 100 yards to beach

A view of the ocean is framed by large windows, displaying tranquil blue waters and sandy beaches. The image captures the shoreline and nearby buildings, offering a glimpse of the vibrant beach atmosphere.

4.98 out of 5 average rating, 47 reviews

Ocean View - Steps to the Beach!

4.91 out of 5 average rating, 11 reviews

A newly renovated studio features a spacious bed with a leaf-patterned comforter. A wooden wardrobe stands against the wall, complemented by a mounted flat-screen TV. Soft lighting is provided by wall sconces, creating a cozy atmosphere. A seating area with a small table is visible.

Apartment in Hampton

Hampton Beach Bailey's Resort

An aerial view of Hampton Beach highlights the proximity of the condo to the beach and nearby attractions. The coastline stretches out with sandy shores and a vibrant blue ocean. Nearby buildings and roadways are visible, providing a sense of the community and access to the area.

4.84 out of 5 average rating, 100 reviews

Steps from Beach | Pool | Parking | Sleeps 6

A bottle of 406 Co. Cellars wine rests on a wooden table beside two clear wine glasses. A decorative blue sign reading 'Hampton Beach' adds a touch of local charm to the setting. Soft lighting creates a warm ambiance.

4.98 out of 5 average rating, 85 reviews

406 Co. Seascape

A well-organized living space is presented, featuring a spacious bed with a soft blue blanket. A kitchenette with modern cabinetry includes a microwave, coffee maker, and sink. A comfortable bench sits at the foot of the bed, providing additional seating and storage.

5 out of 5 average rating, 26 reviews

Beach Getaway - Pool with Spa - King Bed-Remodeled

A quaint bedroom features a queen size bed dressed with a floral patterned comforter. Two bedside lamps provide soft lighting, and a small refrigerator is positioned next to the bed. A television is mounted on the wall, and a colorful painting adds visual interest.