Condo vacation rentals in Gloucester

An open-concept living and dining area is showcased, featuring a wooden dining table with chairs, a comfortable sofa, and a flat-screen TV mounted on the wall. Natural light enters through multiple windows, enhancing the bright and airy feel of the space.

4.98 out of 5 average rating, 127 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

Presenting the newly restored Samuel Tucker House. Located in the heart of Marblehead's downtown and walking distance to local shops, restaurants and beaches, this bright and charming newly renovated 2 bedroom and 2 bath condo is a masterful blend of historic detail and modern design. Amenities include a private entrance, open concept living and dining areas that connect to a nicely appointed kitchen, fireplace, workspace, washer/dryer, central A/C, exterior dining area, and dedicated parking.

4.94 out of 5 average rating, 97 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.

Condo 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.

4.95 out of 5 average rating, 176 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, 302 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.

4.97 out of 5 average rating, 118 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.

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.

4.97 out of 5 average rating, 105 reviews

Rockport Downtown Sleeps 5 Take The Train To Salem

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!

The porch of a charming home is framed by white columns and vibrant flower baskets hanging overhead. A peaceful seating area is visible, accompanied by lush greenery and a flower bed filled with daisies, enhancing the inviting appearance of the property.

5 out of 5 average rating, 165 reviews

The Salem Porch House

The Salem Porch House is a beautiful, comfortable one bedroom condo and relaxing porch with views of the Salem Common on a residential side street. The condo has a spacious primary bedroom with a king bed, full eat in kitchen with a farmhouse table, small bathroom with a sunken claw foot shower/tub and a peaceful living room with a queen bed for additional guests. The space is ideally located right downtown... everything is walking distance and many things literally 1-5 minutes away!

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, 207 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!

4.95 out of 5 average rating, 137 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!

A neutral-toned seating area features a modern gray couch adorned with throw pillows. A wooden coffee table sits in front, while a bedside table with a lamp and decor completes the cozy atmosphere. Large windows allow ample natural light into the space.

4.94 out of 5 average rating, 162 reviews

1742 Marblehead Studio|Minutes to Salem|Parking

KEY FEATURES: ☀️Reserved parking for 1 vehicle ☀️Fully equipped + stocked kitchen ☀️New stainless steel appliances ☀️Light and bright space with four oversized windows ☀️Smart 4K TV ☀️Keurig with complimentary coffee ☀️Family Friendly! We provide pack and play, high chair, bouncer and stroller. No need to overpack with all of that baby gear! ☀️Futon that turns into a full sized bed ☀️Lots of natural lighting

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, 106 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.

4.88 out of 5 average rating, 564 reviews

A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.

Condo in Jamaica Plain

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Popular amenities for Gloucester condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

The exterior of a light grey two-story condo is framed by lush green shrubs and a neatly manicured lawn. A brick pathway leads to the entrance, which is accented by a potted plant beside the front door. The property is partially enclosed by white fencing and trees.

4.97 out of 5 average rating, 76 reviews

Gorgeous apartment, short walk to beach&downtown!

5 out of 5 average rating, 10 reviews

Witch City Nook - AC, Parking, Walk Everywhere!

5 out of 5 average rating, 45 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.

Condo in Essex

Marshside one-bedroom with stunning view

4.71 out of 5 average rating, 21 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, 67 reviews

The Merchant's Carriage House - Downtown Salem

The living area features a large, wall-mounted television above a dark console. A round, tan ottoman sits in the center, surrounded by a gray sofa with cushions. Large windows are adorned with light curtains, and plants add a touch of greenery to the space.

5 out of 5 average rating, 20 reviews

Salty Header Hideaway - Centrally Located!

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, 69 reviews

Panoramic Ocean Views in Rockport

A spacious outdoor seating area features dark wicker furniture with plush navy cushions, arranged around a low table. The view overlooks a body of water, with a clear sky above and nearby trees visible in the background.

4.95 out of 5 average rating, 39 reviews

Retreat to your tranquil priv. space water views

Pet-friendly condo rentals

4.85 out of 5 average rating, 248 reviews

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.

Condo in East Somerville

A Cozy 3 Bedroom Home Close To Boston & Parking

4.84 out of 5 average rating, 129 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.

Condo in Watertown

Nice Condo to Harvard, MIT, Fenway, with parking

4.93 out of 5 average rating, 217 reviews

The living area features two gray sofas positioned around a round wooden coffee table on a vibrant blue area rug. A cozy fireplace is situated against a striking red wall, complemented by a bookshelf filled with books. Natural light enters through a nearby window.

Condo in East Boston

Family Home + Near Downtown + Cool Backyard!

4.89 out of 5 average rating, 119 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.

Condo in Roslindale

Transit friendly condo on quiet street

A comfortable living room features a soft gray sofa flanked by two armchairs. A round coffee table sits in the center, adorned with a decorative bowl. Natural light enters through a window adorned with white shutters, and a cozy rug enhances the inviting ambiance.

4.98 out of 5 average rating, 193 reviews

Harbor Hideaway

4.93 out of 5 average rating, 190 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.

Condo in Waltham

New Super Modern 2 bed in Waltham

4.86 out of 5 average rating, 114 reviews

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.

Condo in South Boston

Penthouse 2 Beds /2 Baths luxury in South Boston

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.

4.91 out of 5 average rating, 143 reviews

Spacious 3BR Salem Getaway | Modern & Walkable

Condo rentals with a pool

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

4.81 out of 5 average rating, 31 reviews

An open living area is visible, featuring a gray sofa, a patterned yellow armchair, and a dining table with six chairs. Large sliding glass doors provide access to a balcony, offering views of the outdoors. A kitchen counter and a coffee machine are also present.

Condo in Hampton

Serenity by the Sea

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.

Condo 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.

4.85 out of 5 average rating, 97 reviews

Steps from Beach | Pool | Parking | Sleeps 6

4.87 out of 5 average rating, 53 reviews

A charming, two-story yellow house is surrounded by verdant trees and a manicured lawn. A wooden fence borders the property, and vehicles are parked nearby. Sunlight filters through the leaves, casting dappled light on the grassy area in front of the home.

Condo in Londonderry

Village Hideaway

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.