Holiday rentals with a fireplace in Gloucester

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Top-rated rentals with a fireplace in Gloucester

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Guest favourite

Guest suite in Tyngsborough

4.98 out of 5 average rating, 217 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Guests can enjoy our home's private suite on a lovely small lake with a panoramic view, a spa-like bathroom, cotton linens, and a comfy bed. A/C and a fireplaced living room. Quietly watch lake nature or boats going by, or venture out to swim, kayak, or fish. Enjoy Lowell's mill history and it's national park, take a forest walk nearby, or drive 10 min. to Nashua, NH for its many restaurants and tax-free shopping. 1 hr from Boston and central to New England highlights. Low cleaning fees!

2–9 Aug

$170 SGD per night

Guest favourite

Flat in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You will love this large 400 sq. ft private 1 bedroom studio. This unit has a private entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

8–15 Jan

$170 SGD per night

Guest favourite

Cabin in Cohasset

4.92 out of 5 average rating, 284 reviews

Lionsgate at Cohasset

Lionsgate is the perfect retreat to refresh the soul. Newly remodeled fully stocked kitchen with comfortable amenities provide a home away from feel. Enjoy a roaring fire in a rustic cabin during the winter or the coolness of a mini split in the summer. Cohasset, jewel of the South Shore is a quintessential New England seaside village located half way between Boston and Cape Cod. The ocean offers abundant recreation opportunities as well as plentiful parks for hiking and biking. A must visit.

13–20 Oct

$217 SGD per night

Guest favourite

Home in Ipswich

4.98 out of 5 average rating, 170 reviews

Stagehill Beach House

Cozy year round beach house within 5 min walk to beach and playground. Views of Plum Island, Crane beach, Ipswich River and marsh from every room. Well stocked spacious kitchen, two family rooms, 4 BRs , dining room, deck and screened-in sun porch. Happily welcomes families, wedding guests and friends to enjoy my informal, livable, light infused beach house. Located on Great Neck in historic Ipswich, walk to beaches, 4 miles to the charming downtown and a 15 minute drive to Crane Beach.

22–29 Nov

$701 SGD per night

Guest favourite

Guest suite in Beverly

4.97 out of 5 average rating, 335 reviews

The Hideaway | Theater | Downtown | Beach

The Hideaway is a modern luxury suite located right in the center of it all. You can stroll a 1/2 mile to the beach, snuggle in by the gas fireplace, explore a vibrant downtown, or catch a train to discover Boston or other quaint seaside towns. Tucked around the corner from downtown Beverly, in a quiet and historic neighborhood called Prospect Hill. This suite is located in the lower level of our home, and you’ll have your own private entrance, queen bed, fireplace, desk, and full bathroom.

13–20 Aug

$280 SGD per night

Guest favourite

Flat in Ipswich

4.88 out of 5 average rating, 229 reviews

Ipswich Apartment

The apartment, with a private entrance is located in downtown Ipswich. We are within walking distance to restaurants and the commuter rail, which services Salem, Boston etc. May - September, the CATA shuttle stops at the commuter rail station, a 3 minute walk. Some CATA services include Cranes Beach, and the town of Essex (famous for its clams and antique shops). You can also enjoy a river cruise down the Essex River there. Kayaking, canoeing, and fishing are also available in Ipswich.

26 Dec – 2 Jan

$135 SGD per night

Superhost

Home in Gloucester

4.94 out of 5 average rating, 125 reviews

Wonderful Rocky Neck home on Gloucester harbor

2 Bedroom with Loft, 1 Bathroom fully furnished Home on Gloucester harbor. Dead end street with 3 off street parking spots. Restaurants, local art gallery's, the beach all just a short walk away. Wake up with the sweet smell of ocean air and the sound of seagulls calling. Enjoy your breakfast with a million dollar view on the 4 season porch with 8 sliding windows overlooking the harbor. You could spend hours watching the boats go by as you read a good book with your fur baby on your lap.

20–27 Mar

$526 SGD per night

Guest favourite

Tiny home in Rockport

4.94 out of 5 average rating, 128 reviews

Little Red House on Bearskin Neck!

Rockport is a lovely seaside town just 40 miles northeast of Boston at the tip of Cape Ann. It is a small peninsula surrounded by the Atlantic Ocean known for its beaches, seafood, art, and one of a kind shopping. Full of beauty&serenity RCKPT invites you to slow down. Of course you can come explore too! There is no shortage of beaching, swimming, sailing, trailing, kayaking, paddle boarding and diving . The Lil House sits in the center of it all (the neck!) Beauty awaits!

8–15 Jun

$281 SGD per night

Guest favourite

Home in Rockport

4.97 out of 5 average rating, 282 reviews

Charming Toe-Hold, A Short Walk to Town and Beach

Toe-Hold is a wonderful year-round 1846 home with plenty of rooms, reading nooks and quiet spaces for family and friends of all backgrounds to eat and play together. The gorgeous beaches and picturesque downtown, great restaurants, art galleries and shops for the whole family, are within 10-15 minute walk. Rockport is one of the oldest art colonies in the US, and home to generations of fishermen. Day trips by car or train to Boston and other beautiful historic towns.

2–9 Dec

$321 SGD per night

Guest favourite

Flat in Derry

4.95 out of 5 average rating, 194 reviews

Victorian Charm.

Welcome travelers to your home away from home, in this stylish 1000sqft Victorian getaway! We offer charm, character & convenience. Enjoy your morning coffee in the turret, all the wonder of being outside (5 window view), yet all comforts of the warmth within. We are 40 minutes from Boston & 1.5 hours south of the White Mountains. We are 1.9 miles from 93N/S ramp. Free Private, onsite parking & Private entrance. We look forward to hosting you in beautiful NH!

7–14 Apr

$149 SGD per night

Guest favourite

Flat in Gloucester

4.93 out of 5 average rating, 107 reviews

Open Concept Eclectic Mod 3 BR

Come to Gloucester where you can get away from it all and still be close to everything! You will be centrally located off Route 128 just minutes away from Good Harbor, Niles, Pavilion, Half Moon and Wingaersheek beaches, year round nature walks, downtown shops and restaurants, grocery stores, and the commuter rail to Boston. Enjoy a great base for exploring Cape Ann with drives to Salem, Essex, or Manchester by the Sea, to name a few!

2–9 May

$248 SGD per night

Guest favourite

Flat in Rockport

4.9 out of 5 average rating, 146 reviews

Sweet short term rental in Rockport

Lovely hilltop unit located on private wooded property, steps away from 2 beaches. Built on a massive granite boulder, the property is one of kind with stunning seasonal views of the Atlantic. Fully equipped kitchen, flat screen TV, WiFi, and everything to make your stay pleasant and comfortable. We're a 7 minute drive from downtown Rockport and Gloucester, a 7 minute walk to Cape Hedge and Long Beaches.

10–17 Oct

$313 SGD per night