Hot Wellesley Cottage Rates

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Featured Cottages in Wellesley

Cozy Pet Friendly House Next To Train

Cozy Pet Friendly House Next To Train

2 out of 5
Canton
With a stay at this cottage in Canton, you'll be within a 15-minute drive of Gillette Stadium and Museum of American Bird Art at Mass Audubon.
Cozy Pet Friendly House Next To Train
COZY, MODERN, Charming Cottage 1min to the beach

COZY, MODERN, Charming Cottage 1min to the beach

Quincy
Located in Quincy, this cottage is within a 15-minute drive of Northeastern University and Boston Harbor.
COZY, MODERN, Charming Cottage 1min to the beach
Classic Waterfront Home on Lake Maspenock w/ Grill

Classic Waterfront Home on Lake Maspenock w/ Grill

3 out of 5
Hopkinton
Located in Hopkinton, this cottage is within a 10-minute drive of Hopkinton State Park and Dean Pond.
Classic Waterfront Home on Lake Maspenock w/ Grill
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Waterfront Retreat w/ Deck ~ 7 Mi to Boston!

Waterfront Retreat w/ Deck ~ 7 Mi to Boston!

3 out of 5
Winthrop
With a stay at this cottage in Winthrop, you'll be within a 15-minute drive of Faneuil Hall Marketplace and Boston Harbor.
Waterfront Retreat w/ Deck ~ 7 Mi to Boston!
Bright & Pet-friendly Home: 2 Mi to Harvard Square

Bright & Pet-friendly Home: 2 Mi to Harvard Square

3 out of 5
Watertown
With a stay at this cottage in Watertown, you'll be within a 5-minute drive of Harvard University and Harvard Square.
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Private Island Retreat on Lake Pearl

Private Island Retreat on Lake Pearl

Wrentham
With a stay at this cottage in Wrentham (Lake Pearl), you'll be within a 15-minute drive of Gillette Stadium and SMG Wrentham Primary Care.
Private Island Retreat on Lake Pearl
Great little cottage sitting behind the main house on 4 acres of property.

Great little cottage sitting behind the main house on 4 acres of property.

Millis
Located in Millis, this cottage is a 4-minute drive from Charles River and 8 minutes from Bristol Blake State Reservation.
Great little cottage sitting behind the main house on 4 acres of property.
Charming Beach Cottage

Charming Beach Cottage

Nahant
With a stay at this cottage in Nahant (Little Nahant), you'll be within a 15-minute drive of Revere Beach and Salem Witch Museum.
Charming Beach Cottage
The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

Winchester
With a stay at this cottage in Winchester, you'll be within a 15-minute drive of Harvard University and Harvard Square.
The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC
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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.

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

Wellesley Cottages essential information

Accommodation
17 Cottages
Lowest Price
AU$313
Highest Price
AU$553
Popular accommodation
Cozy Pet Friendly House Next To Train, COZY, MODERN, Charming Cottage 1min to the beach, Classic Waterfront Home on Lake Maspenock w/ Grill, Waterfront Retreat w/ Deck ~ 7 Mi to Boston!, Bright & Pet-friendly Home: 2 Mi to Harvard Square, Private Island Retreat on Lake Pearl , Great little cottage sitting behind the main house on 4 acres of property. , Charming Beach Cottage, The Little House. Historic 2-BR waterfront cottage in Winchester w/ WiFi, AC

Top trending hotels in Wellesley

citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$322 per night from 13 Apr to 14 Apr
AU$322
includes taxes & fees
13 Apr - 14 Apr
With a stay at citizenM Boston Back Bay in Boston (Fenway–Kenmore), you'll be steps from Newbury Street and 10 minutes by foot from Northeastern University.
citizenM Boston Back Bay
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$553 per night from 11 Apr to 12 Apr
AU$553
includes taxes & fees
11 Apr - 12 Apr
Located in Boston (Seaport District), Seaport Hotel Boston is a 3-minute walk from Liberty Wharf and 8 minutes by foot from Institute of Contemporary Art.
Seaport Hotel Boston
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St, Boston, MA
The price is AU$387 per night from 6 Apr to 7 Apr
AU$387
includes taxes & fees
6 Apr - 7 Apr
Harborside Inn Of Boston is in the heart of Boston, within a 5-minute walk of Faneuil Hall Marketplace and Quincy Market.
Harborside Inn Of Boston
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The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$313 per night from 6 Apr to 7 Apr
AU$313
includes taxes & fees
6 Apr - 7 Apr
Located in Boston (South End), The Revolution Hotel is within a 10-minute walk of Copley Place and Newbury Street.
The Revolution Hotel
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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.