Apartment holiday rentals in Gloucester

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Top-rated apartment rentals in Gloucester

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Guest favourite

Apartment in Rockport

4.99 out of 5 average rating, 186 reviews

6 Tuna Wharf - Harbor right outside kitchen door!

Dreaming of summer vacation in Rockport? This condo is in the middle of the action and excitement of Bearskin Neck yet private & directly on the wharf. Classy beachy condo overlooking Rockport Harbor & Motif 1. Steps from shops, beaches, restaurants, art galleries & beaches. Outside the kitchenette, a private patio on the wharf for morning coffee, grilling or evening happy hour. Relax and watch the boats go by year round! A fun getaway even in the off season. Book early to secure your trip!

24 Jun – 1 Jul

$468 SGD per night

Superhost

Apartment in Salem

4.88 out of 5 average rating, 122 reviews

Luxury, Comfy, bright condo in historical Salem

Located just 45 minutes north of Boston, Salem is best known for the witch trials of 1692 where mass hysteria led to more than 200 people being accused of practicing witchcraft, and ultimately 20 innocent people were executed. This listing is under a 10-mins walk from many Salem's attractions- Salem Witch Trials Memorial, Peabody Essex Museum...more Game changer is that you can easily walk back to the condo from all the downtown Salem attractions and comfortably rest between each attraction.

12–19 May

$241 SGD per night

Guest favourite

Apartment in Hampton

4.97 out of 5 average rating, 165 reviews

Peaceful Seacoast Getaway with Ocean Views

Enjoy the beach off-season where there is always something amazing to do. Seacoast NH is absolutely the best winter getaway and will transport you into a quaint winter wonderland. There is ice skating, fireside dinners, relaxing spas, scenic drives, and a sampling all the seasonal flavors in some of the best restaurants in the Northeast. Explore the rest of the Seacoast in Portsmouth, Rye, Exeter, Kittery Maine, all a short ride. Retire the day in our ocean front, peaceful and clean condo.

20–27 Aug

$521 SGD per night

Guest favourite

Apartment in Rockport

4.99 out of 5 average rating, 144 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 shops, this recently updated 1-bedroom, 1-bathroom condo with rare, on-site parking is located in the heart of Rockport right on Bearskin Neck. Enjoy beautiful ocean breezes sipping coffee or cocktails on the deck of this sweet beach retreat nestled on the Atlantic coast. Come fall in love with charming Rockport!

18–25 Dec

$408 SGD per night

Guest favourite

Apartment in Boston

4.95 out of 5 average rating, 373 reviews

Cozy Back Bay Retreat with Parking!

There is not a better location in the city with quick and easy access to everything Boston has to offer, as well as the neighboring communities. You will find the space to be a little sanctuary away from the hustle and bustle of city life whether you are in Boston for work or leisure. Further, the health and safety of my guests is of the utmost importance to me. I have provided Clean Station with hand sanitizer pumps, hand wipes and spray. Kick your feet up, relax and enjoy your stay!

22–27 Sep

$594 SGD per night

Guest favourite

Apartment in Salem

5.0 out of 5 average rating, 108 reviews

The Salem Porch House

The Salem Porch House is a beautiful, comfortable 1 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!

24 Jun – 1 Jul

$321 SGD per night

Guest favourite

Apartment in Beverly

4.95 out of 5 average rating, 211 reviews

*Spacious2Br Retreat|DowntownBeverly|Salem&Parking

Welcome to this charming 2BR Downtown Beverly retreat, a true gem! Enjoy the convenience of a walkable neighborhood with a remarkable walk score of 95, allowing you to explore numerous restaurants, coffee shops, theaters, craft breweries, and a stunning beach without the need to move your car. Just a quick 3-minute stroll to the train station provides easy access to Salem, Boston, and points north like Gloucester, Rockport, and Newburyport. We're delighted to welcome you!

4–11 Nov

$547 SGD per night

Guest favourite

Apartment in Hampton

4.87 out of 5 average rating, 103 reviews

Little slice of paradise

Recently renovated 200 sf ocean front studio with an amazing ocean view and assigned parking space in private lot. Studio includes a full bath with tub/shower combination, fully equipped kitchenette and breakfast bar. Furnished with a wall bed / sofa combination that easily converts from day to night. You will enjoy your sleep on the upgraded 10 inch memory foam mattress. Easy access to the unit with a number door combination to be provided before your stay.

18–25 Sep

$206 SGD per night

Guest favourite

Apartment in Hampton

4.84 out of 5 average rating, 172 reviews

2 minutes walk to Beach parking and Wi-Fi

This condo is not water front! But It is less than 3 minute walk to Hampton beach and all the attractions. hardwood floors bedroom 1 King bed Living area / kitchen breakfast table and 2 chairs 1 Couch 1 Sofa bed 1 Futon Dual Kurig Coffee machine. Microwave. Pots and pans Stove/Oven and full size fridge Plates and silverware etc.... WiFi /Smart tv More furniture in the shared yard 5 minutes walk block Hampton beach and strip No pets allowed

28 Oct – 4 Nov

$141 SGD per night

Guest favourite

Apartment in Marblehead

4.99 out of 5 average rating, 151 reviews

Harbor Hideaway

A uniquely detailed single-floor unit in a 2 unit house featuring a large kitchen/dining room, living room, and a private cozy veranda. Queen Bedroom and additional sleeping for 2 with the deluxe air mattress. This space is perfect for couples, families with young children, or a single person. Only one dog allowed no cats, please. This unit is on the lower floor of a two-family house occasionally you can hear steps from the upstairs.

11–18 Jan

$274 SGD per night

Superhost

Apartment in Boston

4.82 out of 5 average rating, 179 reviews

Stylish garden level studio with a private patio

Enjoy your stay in this stylish East Boston garden level studio with a private back patio. It is centrally located near restaurants, the waterfront, a running & biking trail, the airport, public transportation, and it is 1 metro stop away from downtown Boston. The metro stop, Maverick, is a 4 minute walk! The studio is equipped with a king bed that has a memory foam mattress, a queen pull out sofa, and a fully equipped kitchen.

21–28 Jan

$177 SGD per night

Guest favourite

Apartment in Marblehead

4.97 out of 5 average rating, 118 reviews

Historic Studio|Minutes to Salem|Reserved Parking

- Beautifully renovated 1742 Captain Ben Andrews historic home with charming character like exposed brick and original decorative fireplace - Steps from all the shops and restaurants Old Town Marblehead has to offer - 1 mile from Marblehead's beautiful town beaches and minutes from all of Salem's attractions - Reserved parking secured for 1 vehicle - Fully equipped + stocked kitchen with new stainless appliances

23–30 Aug

$250 SGD per night