Vacation Home Rentals By Owner In Gloucester, MA

Exceptional(18)

$270.29
/ Nightly

Private Vacation Home

Centrally located charmer with expansive patio, board games, & central AC

Gloucester, Massachusetts, United States
Bianca's HousebrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrNestled in the heart of Gloucester, Bianca's House offers a pleasant city getaway for you and your loved ones! Entertainment is never out of reach as numerous restaurants, parks, beaches, musical theatres, and local boutiques are located mere minutes away. brbrWhen spending a night in, settle down and enjoy your favorite TV shows and movies on the living room's comfortable seating. Playful competition is sure to arise over board games - played at the dining table. When hunger arises, the well-equipped kitchen boasts all of the necessities needed to whip up delicious dishes. A good night's rest will come effortlessly in both of the bedrooms, adorned with high-quality linens and central air-conditioning. brbrBefore you head to bed, sip and reminisce on the patio's dining set - cheering to another vacation well-booked! brbrThings to KnowbrPlease note that this retreat is located next to the commuter train and you will be able to hear the bells and whistles from inside the home as it goes by.brbrParking notes: Street parking is available on a first-come-first-serve basis; parking is not guaranteed.brbrbrPlease note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!brbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

2
Bed

1
Bath

4
Sleeps

Exceptional(6)

$554.32
/ Nightly

Private Vacation Home

Mill Pond Cottage: Timeless Gloucester Elegance

Gloucester, Massachusetts, United States
Mill Pond Cottage offers a unique blend of old-world charm and modern comfort. With three bedrooms and a stunning view of the pond, it’s the perfect destination for your relaxing getaway.brbrBuilt in the late 1800s, Mill Pond Cottage exudes a timeless elegance that transports you back to a bygone era. The moment you step inside, you’ll be captivated by its rich history and architectural details. From the hardwood floors to the crown molding, every corner is infused with character.brbrDespite its historic nature, this house has been thoughtfully renovated to provide all the conveniences of modern living. Air conditioning splits ensure that you stay cool during warm summer days, while still preserving the integrity of the original design. You can truly have the best of both worlds – stepping into a piece of history without compromising on comfort.brbrWith three bedrooms, there’s ample space for families or groups of friends to unwind after a day exploring Gloucester’s charming streets or nearby beaches. Each bedroom has been lovingly decorated with a mix of antique furnishings and contemporary touches, creating a cozy atmosphere where you can retreat and recharge.brbrLocated just minutes away from Gloucester’s vibrant downtown area, this vacation rental provides easy access to local attractions, shops, and restaurants. Whether you’re seeking outdoor adventures along Cape Ann’s scenic coastline or immersing yourself in Gloucester’s rich maritime history, there’s something for everyone here.brbrNo pets. No smoking. No events or parties.

3
Bed

2
Bath

6
Sleeps

Exceptional(6)

$1521.49
/ Nightly

Private vacation home

Stay at Good Harbor Beach

Gloucester, Massachusetts, United States

5
Bed

3
Bath

13
Sleeps

Exceptional(6)

$1731.35
/ Nightly

Private vacation home

Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck

Gloucester, Massachusetts, United States

7
Bed

3
Bath

18
Sleeps

Exceptional(6)

$2664.05
/ Nightly

Private vacation home

Cranberry Hill l 9 BR 22 Acre Estate l Sleeps 24

Gloucester, Massachusetts, United States

9
Bed

7
Bath

24
Sleeps

Exceptional(6)

$702.11
/ Nightly

Private vacation home

5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!

Gloucester, Massachusetts, United States

3
Bed

2
Bath

10
Sleeps

Exceptional(6)

$596.07
/ Nightly

Private vacation home

Cozy Beach cottage walkable to Good Harbor and Long Beach

Gloucester, Massachusetts, United States

3
Bed

1
Bath

5
Sleeps

Exceptional(6)

$612.57
/ Nightly

Private vacation home

Family Friendly Townhouse 75 steps from Long Beach

Gloucester, Massachusetts, United States

4
Bed

3
Bath

8
Sleeps

Exceptional(6)

$615.52
/ Nightly

Private vacation home

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

Gloucester, Massachusetts, United States

3
Bed

2
Bath

8
Sleeps

Exceptional(6)

$637.17
/ Nightly

Apartment

Gorgeous Oceanfront 2-Bdrm Apartment w/ Fireplace

Gloucester, Massachusetts, United States

2
Bed

1
Bath

6
Sleeps

Exceptional(6)

$665.76
/ Nightly

Private vacation home

Stay at Niles Beach

Gloucester, Massachusetts, United States

3
Bed

2
Bath

7
Sleeps

Exceptional(6)

$722.58
/ Nightly

Private vacation home

All-Season Beach Haven - walk to two beaches!

Gloucester, Massachusetts, United States

3
Bed

2
Bath

6
Sleeps