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Featured Cottages in Westfield

The Clearing - Quiet - Close To Nature

The Clearing - Quiet - Close To Nature

Cummington
Stay at this cottage in Cummington. Enjoy free WiFi, private pools, and a garden. Our guests praise the property condition in our reviews. Popular attractions ...
Opens in a new windowThe Clearing - Quiet - Close To Nature
Private Island - Largest Fresh Water Reservoir in Mass

Private Island - Largest Fresh Water Reservoir in Mass

Otis
Stay at this cottage in Otis. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
Opens in a new windowPrivate Island - Largest Fresh Water Reservoir in Mass
Our Cottage - Small in size, Big in character, On beautiful Highland Lake

Our Cottage - Small in size, Big in character, On beautiful Highland Lake

Winchester
Stay at this cottage in Winsted. Enjoy free WiFi, a garden, and patios. Popular attractions The Marina at Highland Lake and Winchester Historical Society are ...
Opens in a new windowOur Cottage - Small in size, Big in character, On beautiful Highland Lake
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Massachusetts Vacation Rental w/ Deck

Massachusetts Vacation Rental w/ Deck

3 out of 5
Easthampton
Stay at this 3-star cottage in Easthampton. Enjoy free parking, a garden, and an in-room coffeemaker. Popular attractions Smith College Botanic Garden and Mount ...
Opens in a new windowMassachusetts Vacation Rental w/ Deck
Westfield Vacation Rental w/ Porch, Pets Welcome!

Westfield Vacation Rental w/ Porch, Pets Welcome!

3 out of 5
Westfield
Stay at this 3-star cottage in Westfield. Enjoy free parking and air conditioning. Popular attractions Stanley Park and Woodward Center are located nearby.
Opens in a new windowWestfield Vacation Rental w/ Porch, Pets Welcome!
Historic Huntington Home - Walk to Westfield River

Historic Huntington Home - Walk to Westfield River

3 out of 5
Huntington
Stay at this 3-star cottage in Huntington. Enjoy free parking, a garden, and patios. Popular attractions Huntington Public Library and Pettis Field are located ...
Opens in a new windowHistoric Huntington Home - Walk to Westfield River
Charming Windsor Home w/ Private Backyard!

Charming Windsor Home w/ Private Backyard!

3 out of 5
Windsor
Stay at this 3-star business-friendly cottage in Windsor. Enjoy free parking and air conditioning. Popular attractions Xfinity Theatre and Loomis Chaffee School ...
Opens in a new windowCharming Windsor Home w/ Private Backyard!
Cozy Springfield Vacation Rental Near Downtown

Cozy Springfield Vacation Rental Near Downtown

3 out of 5
Springfield
Stay at this 3-star business-friendly cottage in Springfield. Enjoy free parking and air conditioning. Popular attractions Six Flags New England and Naismith ...
Opens in a new windowCozy Springfield Vacation Rental Near Downtown
Light-filled cottage

Light-filled cottage

New Marlborough
Stay at this cottage in New Marlborough. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Cookson State Forest and Campbell Falls State ...
Opens in a new windowLight-filled cottage
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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.

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

Westfield Cottages essential information

Accommodation
47 Cottages
Lowest Price
NZ$133
Highest Price
NZ$274
Popular accommodation
The Clearing - Quiet - Close To Nature, Private Island - Largest Fresh Water Reservoir in Mass, Our Cottage - Small in size, Big in character, On beautiful Highland Lake , Massachusetts Vacation Rental w/ Deck, Westfield Vacation Rental w/ Porch, Pets Welcome!, Historic Huntington Home - Walk to Westfield River, Charming Windsor Home w/ Private Backyard!, Cozy Springfield Vacation Rental Near Downtown, Light-filled cottage

Top trending hotels in Westfield

Quality Inn Westfield - Springfield

Quality Inn Westfield - Springfield

2.5 out of 5
2 Southampton Rd, Westfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$182 per night from 17 Nov to 18 Nov
NZ$182
17 Nov - 18 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowQuality Inn Westfield - Springfield
Hampton Inn Westfield

Hampton Inn Westfield

2.5 out of 5
39 Southampton Rd, Westfield, MA
Fully refundableReserve now, pay when you stay
The price is NZ$237 per night from 16 Nov to 17 Nov
NZ$237
16 Nov - 17 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowHampton Inn Westfield
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
16 Ella T. Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is NZ$274 per night from 30 Oct to 31 Oct
NZ$274
30 Oct - 31 Oct
includes taxes & fees
Stay at this 4-star business-friendly hotel in Windsor Locks. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant ...
Opens in a new windowDoubleTree by Hilton Hartford - Bradley Airport
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Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
185 Ella Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is NZ$133 per night from 10 Nov to 11 Nov
NZ$133
10 Nov - 11 Nov
includes taxes & fees
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Opens in a new windowDays Inn by Wyndham Windsor Locks / Bradley Intl Airport
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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.