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Featured Cottages in Oak Bluffs

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

Charming Seaside Cottage Central to the Beach and New Seabury Resort Community

2 out of 5
Mashpee
Stay at this cottage in Mashpee. Enjoy a garden, laundry facilities, and patios. Popular attractions Popponesset Beach and South Cape Beach State Park are located ...
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community
Steps to the beach with an ocean view,

Steps to the beach with an ocean view,

Barnstable
Book a stay at this beach cottage in Hyannis. Enjoy free WiFi, a beach locale, and patios. Popular attractions Cape Cod Melody Tent and Hyannis Harbor are located ...
Steps to the beach with an ocean view,
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace

Mashpee
Stay at this cottage in Mashpee. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Popponesset Beach and South Cape Beach State Park are located ...
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
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Walk to Shops & Dining: Cozy Osterville Cottage

Walk to Shops & Dining: Cozy Osterville Cottage

Osterville
Stay at this property in Osterville. Enjoy patios, in-room fireplaces, and air conditioning. Popular attractions Cape Cod Melody Tent and Cape Codder Water Park ...
Walk to Shops & Dining: Cozy Osterville Cottage
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach

Mashpee
Stay at this cottage in Mashpee. Enjoy laundry facilities, patios, and cable/satellite TV service. Popular attractions Popponesset Beach and South Cape Beach ...
Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site

Tisbury
Stay at this cottage in Vineyard Haven. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Inkwell Beach and Woods Hole Ferry Terminal are ...
Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site
Cozy New TimberFrame Vineyard Haven!

Cozy New TimberFrame Vineyard Haven!

Tisbury
Stay at this cottage in Vineyard Haven. Enjoy a garden, laundry facilities, and tennis courts. Popular attractions Inkwell Beach and Woods Hole Ferry Terminal ...
Cozy New TimberFrame Vineyard Haven!
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach

Barnstable
Stay at this cottage in Centerville. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Cape Cod Melody Tent and Cape Codder Water Park ...
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Beach 0.7 Mi walk to Craigville & Covell beach, 3 Day min Labor day onward Bikes

Beach 0.7 Mi walk to Craigville & Covell beach, 3 Day min Labor day onward Bikes

Barnstable
Book a stay at this family-friendly cottage in Centerville. Enjoy free WiFi, a water park, and a garden. Popular attractions Cape Cod Melody Tent and Cape Codder ...
Beach 0.7 Mi walk to Craigville & Covell beach, 3 Day min Labor day onward Bikes
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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.

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

Oak Bluffs Cottages essential information

Accommodation
235 Cottages
Lowest Price
Highest Price
Popular accommodation
Charming Seaside Cottage Central to the Beach and New Seabury Resort Community, Steps to the beach with an ocean view, , Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace, Walk to Shops & Dining: Cozy Osterville Cottage, Cape Cod cottage with patio - near golf, 100 yards to private Mashpee Beach, Entire cottage, walk to/from ferry & downtown, newly renovated, parking on site, Cozy New TimberFrame Vineyard Haven!, Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach, Beach 0.7 Mi walk to Craigville & Covell beach, 3 Day min Labor day onward Bikes

Top trending hotels in Oak Bluffs

Summercamp

Summercamp

3.5 out of 5
70 Lake Avenue, Oak Bluffs, MA
Stay at this 3.5-star beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the ...
Summercamp
Pequot Hotel

Pequot Hotel

3 out of 5
19 Pequot Avenue, Oak Bluffs, MA
Stay at this 3-star hotel in Oak Bluffs. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Pequot Hotel
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2 out of 5
30 Island Inn Rd, Oak Bluffs, MA
Stay at this resort in Oak Bluffs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Inkwell Beach and Farm Neck Golf Club are located ...
The Island Inn on Martha's Vineyard
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Morgan Hotel

Morgan Hotel

2.5 out of 5
9 Healy Way, Oak Bluffs, MA
Stay at this hotel in Oak Bluffs. Enjoy free WiFi, concierge services, and cable TV channels. Popular attractions Inkwell Beach and Circuit Avenue are located ...
Morgan 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.