Hot Stamford Cottage Rates

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Featured Cottages in Stamford

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Wilmington
With a stay at this cottage in Wilmington, you'll be near the beach, just a 1-minute walk from Lake Raponda and 12 minutes by foot from The Art of Humor ...
Opens in a new windowCottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Charming historic cottage on scenic road to Mt. Greylock

Charming historic cottage on scenic road to Mt. Greylock

Lanesboro
With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State ...
Opens in a new windowCharming historic cottage on scenic road to Mt. Greylock
Rare new Home on Lake Whitingham.  Semi-priv beach

Rare new Home on Lake Whitingham. Semi-priv beach

Wilmington
When you a stay at this cottage in Wilmington, you'll be on the waterfront, just steps from Harriman Reservoir and Deerfield River.
Opens in a new windowRare new Home on Lake Whitingham. Semi-priv beach
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Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Woodford
With a stay at this cottage in Bennington, you'll be on the waterfront, just steps from Green Mountain National Forest and a 1-minute drive from Prospect Mountain ...
Opens in a new windowCharming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Near Hiking & Skiing: Home in Wilmington!

Near Hiking & Skiing: Home in Wilmington!

3 out of 5
Wilmington
With a stay at this cottage in Wilmington, you'll be steps from Green Mountain National Forest and a 3-minute drive from North Branch Deerfield River.
Opens in a new windowNear Hiking & Skiing: Home in Wilmington!
Lake life at Woodford Cottage

Lake life at Woodford Cottage

Bennington
With a stay at this cottage in Bennington, you'll be on a river, just steps from Green Mountain National Forest and a 3-minute drive from Prospect Mountain Nordic ...
Opens in a new windowLake life at Woodford Cottage
Bennington Gem w/ Smart TV Near Historic District!

Bennington Gem w/ Smart TV Near Historic District!

3 out of 5
Bennington
With a stay at this cottage in Bennington, you'll be within a 5-minute walk of Green Mountain National Forest and Hemmings Motor News Car Lover's Convenience ...
Opens in a new windowBennington Gem w/ Smart TV Near Historic District!
Near Skiing & Hiking: Quiet Home in West Wardsboro

Near Skiing & Hiking: Quiet Home in West Wardsboro

3 out of 5
West Wardsboro
With a stay at this cottage in West Wardsboro, you'll be within a 10-minute drive of Mount Snow and Green Mountain National Forest.
Opens in a new windowNear Skiing & Hiking: Quiet Home in West Wardsboro
Charlemont Retreat on Chickley River w/ EV Charger

Charlemont Retreat on Chickley River w/ EV Charger

3 out of 5
Charlemont
Located in Charlemont, this cottage is within a 15-minute drive of Zoar Outdoor/Deerfield Valley Canopy Tours and Berkshire East Ski Resort.
Opens in a new windowCharlemont Retreat on Chickley River w/ EV Charger
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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.

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

Stamford Cottages essential information

Accommodation
98 Cottages
Lowest Price
AU$215
Highest Price
AU$355
Popular accommodation
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, Charming historic cottage on scenic road to Mt. Greylock, Rare new Home on Lake Whitingham. Semi-priv beach, Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access, Near Hiking & Skiing: Home in Wilmington!, Lake life at Woodford Cottage, Bennington Gem w/ Smart TV Near Historic District!, Near Skiing & Hiking: Quiet Home in West Wardsboro, Charlemont Retreat on Chickley River w/ EV Charger

Top trending hotels in Stamford

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 6 Oct to 7 Oct
AU$215
6 Oct - 7 Oct
includes taxes & fees
With a stay at Vacation Village in the Berkshires in Williamstown, you'll be a 3-minute drive from Jiminy Peak Mountain Resort and 5 minutes from Mountain ...
Opens in a new windowVacation Village in the Berkshires
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AU$254 per night from 19 Oct to 20 Oct
AU$254
19 Oct - 20 Oct
includes taxes & fees
A stay at Hotel Downstreet, an Ascend Collection Hotel places you in the heart of North Adams, steps from MCLA Gallery 51 and North Adams City Hall.
Opens in a new windowHotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AU$355 per night from 21 Sept to 22 Sept
AU$355
21 Sept - 22 Sept
includes taxes & fees
Located in Williamstown, The Williams Inn is just steps from Williams College and 11 minutes by foot from The Clark Art Institute.
Opens in a new windowThe Williams Inn
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Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd, Hancock, MA
Fully refundableReserve now, pay when you stay
The price is AU$252 per night from 19 Oct to 20 Oct
AU$252
19 Oct - 20 Oct
includes taxes & fees
Located in Hancock, Jiminy Peak Mountain Resort is in the mountains, within a 15-minute drive of Mount Greylock State Reservation Visitor Center and Waubeeka ...
Opens in a new windowJiminy Peak Mountain Resort
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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.