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East Dennis Vacation Rentals
1-24 of 252 rentals

Unwind on Windwood

$253 avg / night (excludes fees and taxes)
NEW!
Dennis, MA
5.0 (1)
3 Bedrooms | 2 Bath | Sleeps 9

Sandpiper's Saltbox

$407 avg / night (excludes fees and taxes)
Dennis, MA
4.12 (25)
4 Bedrooms | 2 Bath | Sleeps 8

Glendon Beach Getaway

$241 avg / night (excludes fees and taxes)
Dennis, MA
4.7 (10)
2 Bedrooms | 1 Bath | Sleeps 4

Escape in Dennis

$336 avg / night (excludes fees and taxes)
Dennis, MA
4.33 (39)
3 Bedrooms | 2 Bath | Sleeps 7

Champagne Dreams

$356 avg / night (excludes fees and taxes)
Dennis, MA
5.0 (3)
4 Bedrooms | 1.5 Bath | Sleeps 10

Cliff House Beach Retreat

$1,901 avg / night (excludes fees and taxes)
Dennis, MA
4.5 (10)
4 Bedrooms | 2.5 Bath | Sleeps 10

Osprey View Villa

$334 avg / night (excludes fees and taxes)
Dennis, MA
4.25 (20)
3 Bedrooms | 2 Bath | Sleeps 8

Dream Dennis Getaway

$241 avg / night (excludes fees and taxes)
Dennis, MA
4.0 (22)
3 Bedrooms | 2 Bath | Sleeps 6

New England Getaway

$473 avg / night (excludes fees and taxes)
Dennis, MA
5.0 (8)
4 Bedrooms | 2.5 Bath | Sleeps 10

Beach Days

$221 avg / night (excludes fees and taxes)
NEW!
Dennis, MA
1 Bedrooms | 1 Bath | Sleeps 4

Lilly Pond Place

$283 avg / night (excludes fees and taxes)
Dennis, MA
4.3 (37)
3 Bedrooms | 2 Bath | Sleeps 6

Miles Away

$370 avg / night (excludes fees and taxes)
NEW!
South Dennis, MA
3 Bedrooms | 2 Bath | Sleeps 6

The White Pillars

$807 avg / night (excludes fees and taxes)
NEW!
South Dennis, MA
7 Bedrooms | 5.5 Bath | Sleeps 12

Skylight Tonight

$254 avg / night (excludes fees and taxes)
South Dennis, MA
3.86 (35)
3 Bedrooms | 2 Bath | Sleeps 8

Villa Fairview

$227 avg / night (excludes fees and taxes)
South Dennis, MA
4.25 (12)
2 Bedrooms | 1 Bath | Sleeps 6

Ace's Cape Escape

$365 avg / night (excludes fees and taxes)
South Dennis, MA
4.67 (3)
3 Bedrooms | 2 Bath | Sleeps 7

Thayer Thicket

$276 avg / night (excludes fees and taxes)
South Dennis, MA
3.5 (4)
3 Bedrooms | 1 Bath | Sleeps 7

Cape Estate 6

$344 avg / night (excludes fees and taxes)
South Dennis, MA
4.82 (11)
4 Bedrooms | 2 Bath | Sleeps 9

The Condo at Ocean Edge

$183 avg / night (excludes fees and taxes)
NEW!
Brewster, MA
4.5 (2)
1 Bedrooms | 1 Bath | Sleeps 4

Brewster Getaway

$409 avg / night (excludes fees and taxes)
NEW!
Brewster, MA
4 Bedrooms | 2 Bath | Sleeps 8

Ocean Edge Retreat

$239 avg / night (excludes fees and taxes)
Brewster, MA
4.19 (36)
1 Bed | 2 Bath | Sleeps 6 (4 Adults Max)

Sheep Pond Bow House

$427 avg / night (excludes fees and taxes)
NEW!
Brewster, MA
5.0 (1)
4 Bedrooms | 2.5 Bath | Sleeps 8

Cozy Charming Cottage

$475 avg / night (excludes fees and taxes)
Brewster, MA
4.8 (50)
3 Bedrooms | 2.5 Bath | Sleeps 9

Paradise by the Bay

$350 avg / night (excludes fees and taxes)
Brewster, MA
4.19 (27)
3 Bedrooms | 2 Bath | Sleeps 7
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