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Featured Cottages in Weston

Cozy Cabin @ Sticks & Stones Farm

Cozy Cabin @ Sticks & Stones Farm

Newtown
The price is AU$380 per night from 2 Jan to 3 Jan
AU$380
includes taxes & fees
2 Jan - 3 Jan 2025
Located in Newtown, this cottage is on the waterfront, within a 15-minute drive of Family Health Care Center and Newtown Dog Park.
Cozy Cabin @ Sticks & Stones Farm
California cozy cottage/studio in the middle of the Greenwich

California cozy cottage/studio in the middle of the Greenwich

Greenwich
Located in Cos Cob, this cottage is within a 5-minute drive of Bush Holley House Museum and Putnam Cottage.
California cozy cottage/studio in the middle of the Greenwich
Westport "Gold Coast" across from Southport beach

Westport "Gold Coast" across from Southport beach

Fairfield
Located in Southport, this cottage is near the beach, a 3-minute walk from Southport Beach and within a 5-minute drive of Burying Hill Beach.
Westport "Gold Coast" across from Southport beach
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Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

New Fairfield
With a stay at this cottage in New Fairfield, you'll be in the mountains, just a 1-minute walk from Candlewood Lake and 14 minutes by foot from Squantz Pond ...
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
🔥Fairfield County Cozy cottage , super close great adventure

🔥Fairfield County Cozy cottage , super close great adventure

Bridgeport
With a stay at this cottage in Bridgeport, you'll be within a 15-minute walk of Glenwood Park and Bridgeport Downtown South Historic District.
🔥Fairfield County Cozy cottage , super close great adventure
Trendy 1 bedroom +loft apartment w/ parking

Trendy 1 bedroom +loft apartment w/ parking

Stamford
A stay at this cottage places you in the heart of Stamford, within a 5-minute drive of Stamford Hospital and University of Connecticut Stamford Campus.
Trendy 1 bedroom +loft apartment w/ parking
Beach cottage on private beach!

Beach cottage on private beach!

Milford
With a stay at this cottage in Milford, you'll be near the beach, just steps from The Coastal Center at Milford Point and a 5-minute drive from Silver Sands ...
Beach cottage on private beach!
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!

Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!

New Fairfield
Located in New Fairfield, this cottage is on the waterfront, within a 10-minute drive of Candlewood Lake and Squantz Pond State Park.
Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!
Adorable 1-Bedroom Cottage in Weston, CT

Adorable 1-Bedroom Cottage in Weston, CT

WESTON
The price is AU$485 per night from 30 Dec to 31 Dec
AU$485
includes taxes & fees
30 Dec - 31 Dec
Located in Weston, this cottage is in a rural location, within a 15-minute drive of Rolnick Observatory and Connecticut Golf Club.
Adorable 1-Bedroom Cottage in Weston, CT
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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.

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

Weston Cottages essential information

Accommodation
49 Cottages
Lowest Price
AU$160
Highest Price
AU$485
Popular accommodation
Cozy Cabin @ Sticks & Stones Farm, California cozy cottage/studio in the middle of the Greenwich, Westport "Gold Coast" across from Southport beach, Sweet Dotti's Cottage on Candlewood Lake - 60M NYC, 🔥Fairfield County Cozy cottage , super close great adventure, Trendy 1 bedroom +loft apartment w/ parking, Beach cottage on private beach!, Lake Cottage, Private Beach, Kayaks, FirePit, Grill, 1 hour & 15 Minutes to NYC!, Adorable 1-Bedroom Cottage in Weston, CT

Top trending hotels in Weston

EVEN Hotel Norwalk, an IHG Hotel

EVEN Hotel Norwalk, an IHG Hotel

3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 23 Jan to 24 Jan
AU$178
includes taxes & fees
23 Jan - 24 Jan 2025
Located in Norwalk, EVEN Hotel Norwalk, an IHG Hotel is in the business district, within a 5-minute drive of Caldor Shopping Center and Waveny Park.
EVEN Hotel Norwalk, an IHG Hotel
Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 25 Dec to 26 Dec
AU$185
includes taxes & fees
25 Dec - 26 Dec
Located in Stamford (Downtown Stamford), Amsterdam Hotel is within a 15-minute walk of Stamford Town Center and Fernando Luis Alvarez Gallery.
Amsterdam Hotel
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
Fully refundableReserve now, pay when you stay
The price is AU$342 per night from 4 Jan to 5 Jan
AU$342
includes taxes & fees
4 Jan - 5 Jan 2025
Located in Old Greenwich, Hyatt Regency Greenwich is by the sea, a 2-minute drive from E. Gaynor Brennan Golf Course and 5 minutes from Bruce Museum of Arts ...
Hyatt Regency Greenwich
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Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 26 Dec to 27 Dec
AU$160
includes taxes & fees
26 Dec - 27 Dec
When you stay at Best Western Executive Hotel Of New Haven - West Haven in West Haven, you'll be in the business district, within a 5-minute drive of PEZ Visitor ...
Best Western Executive Hotel Of New Haven - West Haven
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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.