Condo vacation rentals in Gloucester

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Top-rated condo rentals in Gloucester

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Guest favorite

Condo in Rockport

4.98 out of 5 average rating, 182 reviews

Bearskin Neck Rockport ★ Amazing Views ★ Parking

JUST OPENED NOV/DEC DATES! 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!

Guest favorite

Condo in Hampton Beach

4.89 out of 5 average rating, 154 reviews

Fun Game Room | Steps to Beach | 2 Level Lux Condo

This 3 bedroom, 2.5 bath, 1,464sqft, 2 level condo with private balcony is located 1 block to the beach and steps from the top Hampton Beach restaurants, bars, arcades & attractions. We comfortably sleep up to 8 people in 3 bedrooms (1 king bed & 2 queen beds) plus 1 sleeper sofa. Enjoy the brand new "Game Room" with foosball, pool, Connect 4, checkers, chess, dominoes, a bar table w/ 3 stools & wall-mounted TV, as well as the central heat/AC, 2 covered parking spots, elevator & security system.

Guest favorite

Condo in Marblehead

4.96 out of 5 average rating, 120 reviews

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo

#Clean and modern, two bedroom, two bath, plus loft, 1,200 sq ft luxury condo in Downtown Marblehead. Sleeps 8. Convenient and centrally located, yet tucked away in a quiet courtyard. Short walk to Old Town, the Harbor, and Mid-town shops & restaurants. Fully equipped chef’s kitchen. New bathrooms with a tankless water heater for endless hot water. 55" HD 4K TV, FIOS & WiFi. Washer & dryer in unit. Large deck and private patio with gas grill. 3 car off street parking. 50 Amp J1772 EV charger.

Guest favorite

Condo in Dracut

4.85 out of 5 average rating, 113 reviews

Cozy Entire Unit Condo close to UMASS Lowell

My place is close to restaurants, UMASS. Lowell, and almost anything you need. You’ll love my place because instead of having a spare room in someone's house, you get an entire condo and privacy available to you (owner lives in separate unit). The unit includes basic amenities included (toiletries, bedding etc). In addition, the unit comes with a PlayStation 4 for the kids (or the husband/boyfriend) to keep them busy :) My place is good for couples, solo adventurers, and business travelers.

Guest favorite

Condo in Winthrop

4.99 out of 5 average rating, 162 reviews

Truly Sea-Facing! Boston Gathering Place: ChezGrey

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

Guest favorite

Condo in Seabrook Beach

4.84 out of 5 average rating, 108 reviews

Welcome to Marsh-Mellow! Seabrook Beach, NH

Come stay in Marsh-Mellow! Walk 1,000 feet to Seabrook Beach, our hidden gem!! After a beach day, stroll back to relax on the balcony overlooking an ever-changing estuary. Watch sunsets and fireworks. The condo sleeps up to 3 adults with a queen size Murphy bed and full sleeper sofa. 43" Smart TV, WiFi, fully-appointed kitchenette, central AC, hair dryer, beach cart & 2 chairs. Walk to amazing restaurants steps away. Our goal is for you to have an amazing time on the New Hampshire Seacoast!

Guest favorite

Condo in Roslindale

4.92 out of 5 average rating, 217 reviews

Spacious 5BR Condo w/parking near METRO

Beautiful two floor 5 bedroom condo in a quiet, residential neighborhood of Boston. Two blocks from the trains (T & Amtrak), easy access to Boston's many colleges and universities. Walking distance to cafes and parks. The home is located in the Forest Hills neighborhood of Jamaica Plain (Boston). 15-minutes to Backbay and 20-minutes away from Downtown via the T (trains). Parking available for two mid-sized cars (Driveway parking in tandem). No bigger than a Toyota RAV4, for reference.

Guest favorite

Condo in Hampton Beach

4.95 out of 5 average rating, 125 reviews

Oceanfront, private balcony, panoramic view Ocean

"Paradise" oceanfront getaway, feel the fresh Seabreeze, take in stunning panoramic views of the deep blue Atlantic, Boars Head, Isle of Shoals (at night, watch fireworks) 4th floor condo at N. Beach. Recently renovated, modern, clean, comfortable, relaxing and clean condo. Listen to the ocean waves, watch seagulls soar and the astonishing sunrises from your room. 1 minute walk to N. Beach for sunbathing, surfing, swimming, snorkeling, reading or just a stroll with your loved ones.

Guest favorite

Condo in Hampton Beach

4.98 out of 5 average rating, 154 reviews

Oceanfront Getaway

Welcome to your ocean view vacation spot. This ocean front studio has all you need for a true vacation. Directly across the street from North Beach, which is tidal. During high tide, head over to Hampton Beach, which is only about a mile away . Condo has a kitchenette, queen bed, and full-size pull-out sofa. Bring your flip flops, sunscreen and get ready to enjoy the sun and sand. Please note that there are cameras in the parking lot, lobby, and hallways leading to the condo.

Guest favorite

Condo in Hampton Beach

4.94 out of 5 average rating, 107 reviews

Enjoy the summer in oceanfront condo 2BR

Welcome to our exquisite waterfront condo with breathtaking ocean views, mere steps from picturesque Hampton Beach. Adjacent to the Ashworth Hotel and a short stroll to restaurants and attractions like the Hampton Beach Casino, this location is ideal for year-round beach enjoyment. Relax on the balcony after a day at the beach, soaking in the coastal ambiance. Please review the space and parking details to ensure a perfect fit for your stay!

Guest favorite

Condo in Hampton Beach

4.89 out of 5 average rating, 118 reviews

Oceanview Condo

Amazing ocean view studio condo. Wake up to views of the Atlantic Ocean as you sip morning coffee on your private balcony. Prime location within walking distance of restaurants and all the action. Room is professionally cleaned and includes fresh bath towels, sheets, and pillows. The beach is directly across the street! The condo is 308 square ft and includes 1 queen and 1 full size futon in the sitting area.

Superhost

Condo in East Boston

4.88 out of 5 average rating, 120 reviews

Luxury Condo in Boston w/ backyard & parking

2 bedroom 1 bath condo with 1 parking spot, backyard, private outdoor deck and 2 private entrances. Located in East Boston, this condo is a 5 minute drive away from the airport and a 5 minute walk from Constitution Beach. This upscale suburb is a 10 minute drive from downtown Boston and a 10 minute walk from the T (Boston Subway). Located in a residential neighborhood, home to renown Italian and Latin restaurants.