Hot Gloucester Cottage Rates

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Featured Cottages in Gloucester

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

Good Harbor Beach House - walk to beach, close to restaurants and shopping!

Gloucester MA
Stay at this golf cottage in Gloucester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Good Harbor Beach and Long Beach are located ...
Opens in a new windowGood Harbor Beach House - walk to beach, close to restaurants and shopping!
Come home to Rockport!

Come home to Rockport!

Rockport MA
Stay at this cottage in Rockport. Enjoy free Wi-Fi, a garden and patios. Popular attractions Granite Pier and Back Beach are located nearby.
Opens in a new windowCome home to Rockport!
Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC

Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC

Marblehead MA
Stay at this cottage in Marblehead. Enjoy laundry facilities and air conditioning. Popular attractions Gas House Beach and Fort Sewall are located nearby.
Opens in a new windowCharming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC
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Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead

Marblehead MA
Stay at this cottage in Marblehead. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Phillips Beach and Salem Harbor are located nearby.
Opens in a new windowCharming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead
Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown

Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown

Beverly MA
The price is NZ$557 per night from 24 Dec to 25 Dec
NZ$557
24 Dec - 25 Dec
includes taxes & fees
Stay at this cottage in Beverly. Enjoy laundry facilities, patios and in-room jetted baths. Popular attractions John Cabot House and Lacrom Theatre are located ...
Opens in a new windowWitchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown
Twin Lights Coastal Cottage

Twin Lights Coastal Cottage

Rockport MA
Stay at this cottage in Rockport. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Cape Ann and Pebble Beach are located nearby.
Opens in a new windowTwin Lights Coastal Cottage
The Sea Sharp - Hampton Beach - 4 min walk to North Beach - Free Parking!

The Sea Sharp - Hampton Beach - 4 min walk to North Beach - Free Parking!

Hampton NH
Stay at this cottage in Hampton. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Hampton Beach and Casino Cascade Water Slide are located ...
Opens in a new windowThe Sea Sharp - Hampton Beach - 4 min walk to North Beach - Free Parking!
Blue Chill Cottage: Charming New England Home Just Steps from the Shore with Breathtaking Views!

Blue Chill Cottage: Charming New England Home Just Steps from the Shore with Breathtaking Views!

Hampton NH
Stay at this cottage in Hampton. Enjoy laundry facilities, kayaking on-site and patios. Popular attractions Hampton Beach and Casino Cascade Water Slide are ...
Opens in a new windowBlue Chill Cottage: Charming New England Home Just Steps from the Shore with Breathtaking Views!
Luxury 1900's romantic retreat steps from the beach - King Suite!

Luxury 1900's romantic retreat steps from the beach - King Suite!

Gloucester MA
Stay at this cottage in Gloucester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Plum Cove Beach and Halibut Point Reservation are ...
Opens in a new windowLuxury 1900's romantic retreat steps from the beach - King Suite!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Gloucester Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Gloucester will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Gloucester definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Gloucester, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Gloucester Cottages essential information

Accommodation
103 Cottages
Lowest Price
NZ$414
Highest Price
NZ$557
Popular accommodation
Good Harbor Beach House - walk to beach, close to restaurants and shopping!, Come home to Rockport!, Charming 1-bedroom seaside cottage in enchanting Marblehead with WiFi, AC, Charming 2 Bedroom, 2 Bath, Coastal Carriage House in Marblehead, Witchy Hideaway Cottage with AC, Outdoor Patio, Close to Salem & Downtown, Twin Lights Coastal Cottage, The Sea Sharp - Hampton Beach - 4 min walk to North Beach - Free Parking!, Blue Chill Cottage: Charming New England Home Just Steps from the Shore with Breathtaking Views!, Luxury 1900's romantic retreat steps from the beach - King Suite!

Top trending hotels in Gloucester

Beauport Hotel Gloucester

Beauport Hotel Gloucester

3.5 out of 5
55 Commercial Street Gloucester MA
Stay at this beach hotel in Gloucester. Enjoy free Wi-Fi, a beach locale and a rooftop terrace. Our guests praise the helpful staff and the property condition ...
Opens in a new windowBeauport Hotel Gloucester
Castle Manor Inn

Castle Manor Inn

2.5 out of 5
141 Essex Avenue Gloucester MA
Stay at this hotel in Gloucester. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowCastle Manor Inn
Ocean House Hotel at Bass Rocks

Ocean House Hotel at Bass Rocks

4 out of 5
107 Atlantic Rd Gloucester MA
Stay at this golf hotel in Gloucester. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowOcean House Hotel at Bass Rocks
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The Hotel at Cape Ann Marina

The Hotel at Cape Ann Marina

3.5 out of 5
75 Essex Avenue Gloucester MA
Fully refundableReserve now, pay when you stay
The price is NZ$414 per night from 22 Jan to 23 Jan
NZ$414
22 Jan - 23 Jan 2026
includes taxes & fees
Stay at this hotel in Gloucester. Enjoy free parking, a marina and a 24-hour front desk. Our guests praise the breakfast and the restaurant in their reviews. ...
Opens in a new windowThe Hotel at Cape Ann Marina
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.