Hot Pittsfield Cottage Rates

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Featured Cottages in Pittsfield

Cozy, Pet-Friendly Escape Near Lake & Mountains

Cozy, Pet-Friendly Escape Near Lake & Mountains

Gilford
When you stay at this cottage in Gilford, you'll be on a lake, a 3-minute drive from Gunstock Mountain Resort and 9 minutes from Lake Winnipesaukee.
Cozy, Pet-Friendly Escape Near Lake & Mountains
Lakefront Winnisquam Cottage with dock & boat ramp

Lakefront Winnisquam Cottage with dock & boat ramp

Belmont
Located in Belmont, this cottage is on the waterfront, a 1-minute drive from Lake Winnisquam and 6 minutes from Belknap Mill Society Museum.
Lakefront Winnisquam Cottage with dock & boat ramp
Charming dog-friendly lakefront cottage with private dock & community beach

Charming dog-friendly lakefront cottage with private dock & community beach

Alton
When you stay at this cottage in Alton Bay, you'll be on the waterfront, within a 15-minute drive of Lake Winnipesaukee and Gunstock Mountain Resort.
Charming dog-friendly lakefront cottage with private dock & community beach
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Waterfront Cottage, Quiet and Secluded, on Swains Lake

Waterfront Cottage, Quiet and Secluded, on Swains Lake

Barrington
Located in Barrington, this cottage is on the waterfront, within a 15-minute drive of Ayers Pond and University of New Hampshire.
Waterfront Cottage, Quiet and Secluded, on Swains Lake
Adorable cottage with a full kitchen, gas fireplace, pool, koi pond, & gazebo

Adorable cottage with a full kitchen, gas fireplace, pool, koi pond, & gazebo

Gilford
With a stay at this cottage, you'll be centrally located in Gilford, within a 10-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Adorable cottage with a full kitchen, gas fireplace, pool, koi pond, & gazebo
Lakefront home with a deck, gas grill, WiFi, dock & golf nearby

Lakefront home with a deck, gas grill, WiFi, dock & golf nearby

Sanbornton
A stay at this cottage places you in the heart of Sanbornton, a 1-minute drive from Lake Winnisquam and 14 minutes from Belknap Mill Society Museum.
Lakefront home with a deck, gas grill, WiFi, dock & golf nearby
cutie Lakefront Cottage with private beach

cutie Lakefront Cottage with private beach

Gilford
When you stay at this cottage in Gilford, you'll be on the waterfront, a 4-minute drive from Lake Winnipesaukee and 5 minutes from Bank of New Hampshire Pavilion ...
cutie Lakefront Cottage with private beach
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard

Wolfeboro
The price is AU$282 per night from 9 Feb to 10 Feb
AU$282
includes taxes & fees
9 Feb - 10 Feb
With a stay at this cottage in Wolfeboro, you'll be on a lake, within a 5-minute drive of Lake Winnipesaukee and Wright Museum.
Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard
Charming 3 bedroom Cottage, waterfront with boat slip

Charming 3 bedroom Cottage, waterfront with boat slip

Gilford
When you stay at this cottage in Gilford, you'll be on the waterfront, within a 5-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Charming 3 bedroom Cottage, waterfront with boat slip
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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.

Pittsfield 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 Pittsfield 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 Pittsfield 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 Pittsfield, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Pittsfield Cottages essential information

Accommodation
98 Cottages
Lowest Price
AU$178
Highest Price
AU$319
Popular accommodation
Cozy, Pet-Friendly Escape Near Lake & Mountains, Lakefront Winnisquam Cottage with dock & boat ramp, Charming dog-friendly lakefront cottage with private dock & community beach, Waterfront Cottage, Quiet and Secluded, on Swains Lake, Adorable cottage with a full kitchen, gas fireplace, pool, koi pond, & gazebo, Lakefront home with a deck, gas grill, WiFi, dock & golf nearby, cutie Lakefront Cottage with private beach , Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard, Charming 3 bedroom Cottage, waterfront with boat slip

Top trending hotels in Pittsfield

Steele Hill Resorts

Steele Hill Resorts

3 out of 5
516 Steele Hill Road, Sanbornton, NH
The price is AU$319 per night from 10 Feb to 11 Feb
AU$319
includes taxes & fees
10 Feb - 11 Feb
With a stay at Steele Hill Resorts in Sanbornton, you'll be 4.7 mi (7.6 km) from Lake Winnisquam and 9.6 mi (15.5 km) from Funspot Family Fun Center.
Steele Hill Resorts
Hampton Inn by Hilton Concord/Bow

Hampton Inn by Hilton Concord/Bow

2.5 out of 5
515 South St, Bow, NH
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 24 Feb to 25 Feb
AU$178
includes taxes & fees
24 Feb - 25 Feb
A stay at Hampton Inn by Hilton Concord/Bow places you in the heart of Bow, within a 10-minute drive of Capitol Center for the Arts and New Hampshire State ...
Hampton Inn by Hilton Concord/Bow
The Centennial

The Centennial

4 out of 5
96 Pleasant St, Concord, NH
Fully refundableReserve now, pay when you stay
The price is AU$227 per night from 7 Mar to 8 Mar
AU$227
includes taxes & fees
7 Mar - 8 Mar
Located in Concord, The Centennial is in the suburbs, within a 15-minute walk of New Hampshire Hospital Scorecard and New Hampshire State House.
The Centennial
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Fireside Inn & Suites Gilford

Fireside Inn & Suites Gilford

2.5 out of 5
17 Harris Shore Road, Gilford, NH
Fully refundableReserve now, pay when you stay
The price is AU$248 per night from 9 Feb to 10 Feb
AU$248
includes taxes & fees
9 Feb - 10 Feb
With a stay at Fireside Inn & Suites Gilford in Gilford, you'll be within a 5-minute drive of Lake Winnipesaukee and Bank of New Hampshire Pavilion at ...
Fireside Inn & Suites Gilford
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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.