Check in
Check out
1 guest
Filters
Map
East Dennis Vacation Rentals
1-24 of 248 rentals

Unwind on Windwood

$265 avg / night (excludes fees and taxes)
NEW!
Dennis, MA
3 Bedrooms | 2 Bath | Sleeps 9

Champagne Dreams

$364 avg / night (excludes fees and taxes)
NEW!
Dennis, MA
5.0 (2)
4 Bedrooms | 1.5 Bath | Sleeps 10

Escape in Dennis

$329 avg / night (excludes fees and taxes)
Dennis, MA
4.28 (36)
3 Bedrooms | 2 Bath | Sleeps 7

Glendon Beach Getaway

$227 avg / night (excludes fees and taxes)
Dennis, MA
4.67 (9)
2 Bedrooms | 1 Bath | Sleeps 4

Cliff House Beach Retreat

$1,869 avg / night (excludes fees and taxes)
Dennis, MA
4.5 (10)
4 Bedrooms | 2.5 Bath | Sleeps 10

Sandpiper's Saltbox

$412 avg / night (excludes fees and taxes)
Dennis, MA
4.12 (25)
4 Bedrooms | 2 Bath | Sleeps 8

Osprey View Villa

$332 avg / night (excludes fees and taxes)
Dennis, MA
4.21 (19)
3 Bedrooms | 2 Bath | Sleeps 8

New England Getaway

$534 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

Dream Dennis Getaway

$152 avg / night (excludes fees and taxes)
Dennis, MA
4.0 (22)
3 Bedrooms | 2 Bath | Sleeps 6

Lilly Pond Place

$282 avg / night (excludes fees and taxes)
Dennis, MA
4.3 (37)
3 Bedrooms | 2 Bath | Sleeps 6

The White Pillars

$834 avg / night (excludes fees and taxes)
NEW!
South Dennis, MA
7 Bedrooms | 5.5 Bath | Sleeps 12

Skylight Tonight

$256 avg / night (excludes fees and taxes)
South Dennis, MA
3.86 (35)
3 Bedrooms | 2 Bath | Sleeps 8

Miles Away

$381 avg / night (excludes fees and taxes)
NEW!
South Dennis, MA
3 Bedrooms | 2 Bath | Sleeps 6

Cape Estate 6

$354 avg / night (excludes fees and taxes)
South Dennis, MA
4.82 (11)
4 Bedrooms | 2 Bath | Sleeps 9

Villa Fairview

$229 avg / night (excludes fees and taxes)
South Dennis, MA
4.25 (12)
2 Bedrooms | 1 Bath | Sleeps 6

Ace's Cape Escape

$359 avg / night (excludes fees and taxes)
NEW!
South Dennis, MA
4.5 (2)
3 Bedrooms | 2 Bath | Sleeps 7

Thayer Thicket

$280 avg / night (excludes fees and taxes)
South Dennis, MA
3.5 (4)
3 Bedrooms | 1 Bath | Sleeps 7

Cozy Charming Cottage

$494 avg / night (excludes fees and taxes)
Brewster, MA
4.79 (47)
3 Bedrooms | 2.5 Bath | Sleeps 9

Ocean Edge Retreat

$245 avg / night (excludes fees and taxes)
Brewster, MA
4.19 (36)
1 Bed | 2 Bath | Sleeps 6 (4 Adults Max)

Ocean Mandevilla

$304 avg / night (excludes fees and taxes)
Brewster, MA
4.5 (38)
2 Bedrooms | 2 Bath | Sleeps 6

The Condo at Ocean Edge

$191 avg / night (excludes fees and taxes)
NEW!
Brewster, MA
4.0 (1)
1 Bedrooms | 1 Bath | Sleeps 4

Sheep Pond Bow House

$420 avg / night (excludes fees and taxes)
NEW!
Brewster, MA
4 Bedrooms | 2.5 Bath | Sleeps 8

Paradise by the Bay

$376 avg / night (excludes fees and taxes)
Brewster, MA
4.19 (27)
3 Bedrooms | 2 Bath | Sleeps 7
Page 1 of 11
Su
Mo
Tu
We
Th
Fr
Sa
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
Su
Mo
Tu
We
Th
Fr
Sa
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31