Manchester-by-the-Sea Rentals

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233 Houses

44

40% off regular rate: Wonderful 4 Bedroom, 2 Full Bath Restored 1917 Home

Cape Ann / Manchester-by-the-Sea

Manchester-by-the-Sea house

4 7 5 nights min

  • 4 bedrooms
  • sleeps 7
  • 5 nights min
  • Child Friendly

Price per night from

$458

Price per night from

$458

16

Second Floor: 2+ Bedroom, 1.25 Bath

Cape Ann / Manchester-by-the-Sea

Manchester-by-the-Sea condo

3 5 4 nights min

  • 3 bedrooms
  • sleeps 5
  • 4 nights min
  • Child Friendly

Price per night from

$287

Price per night from

$287

15

Beautiful First Floor 2 BR Condo in Manchester

Cape Ann / Manchester-by-the-Sea

Manchester-by-the-Sea townhouse

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$245

Price per night from

$245

17

The Cottage

Cape Ann / Manchester-by-the-Sea

Manchester-by-the-Sea house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Nearest beach 0.25 mi
  • Child Friendly
  • Private garden

Price per night from

$449

Price per night from

$449

4

Booth Cottage

Cape Ann / Manchester-by-the-Sea

Manchester-by-the-Sea house

4 10 7 nights min

  • 4 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly
  • Pet Friendly
  • Private garden

Price per night from

$1,031

Price per night from

$1,031

15

Beautiful 3-4 Bedroom Home in Manchester

Cape Ann / Manchester-by-the-Sea

Manchester-by-the-Sea house

4 7 7 nights min

  • 4 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly

Price per night from

$328

Price per night from

$328

Great rentals within 20 miles that match your search

Distance approx 17.22 km from Manchester-by-the-Sea

4

Queen One Bedroom Suite

Massachusetts / Winthrop

Winthrop hotel apartment

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child Friendly

Price per night from

$296

Price per night from

$296

Distance approx 6.93 km from Manchester-by-the-Sea

24

Sunny 4BR Ipswich Cottage w/Beautiful Views!

Massachusetts / Ipswich

Ipswich cottage

4 6 min stay varies

  • 4 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$229

Responds fast!
avg. 23 minutes

Price per night from

$229

Distance approx 10.41 km from Manchester-by-the-Sea

18

GLORIOUS OCEAN VIEWS FROM LOBLOLLY COVE - DECK - SEASIDE PATH TO BEACH AND TOWN

Cape Ann / Rockport

Rockport apartment

2 3 7 nights min

  • 2 bedrooms
  • sleeps 3
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$245

Responds fast!
avg. 37 minutes

Price per night from

$245

Distance approx 9.7 km from Manchester-by-the-Sea

26

Oceans Views And Minutes Walk To Beach

Cape Ann / Rockport

Rockport house

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child Friendly

Price per night from

$327

Price per night from

$327

Distance approx 9.37 km from Manchester-by-the-Sea

6

Private Sandy beach front home on Great Neck

Massachusetts / Ipswich

Ipswich house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$424

Responds fast!
avg. 3 hours 12 minutes

Price per night from

$424

Distance approx 5.12 km from Manchester-by-the-Sea

(1) Excellent 

24

Lovely 'Blue Heron Cottage' on Annisquam River!

Cape Ann / Gloucester

Gloucester cottage

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$228

Responds fast!
avg. 22 minutes

Price per night from

$228

Distance approx 16.05 km from Manchester-by-the-Sea

13

Charming 'Island Time' Beach Cottage on Plum Island / Newburyport MA Circa 1940

Massachusetts / Plum Island

Plum Island house

2 7 7 nights min

  • 2 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Private garden

Price per night from

$221

Price per night from

$221

Distance approx 6.97 km from Manchester-by-the-Sea

(49) Excellent 

Certificate of Excellence

25

ChestnutSweet, for a sweet New England get-away!

Massachusetts / Marblehead

Marblehead apartment

2 3 2 nights min

  • 2 bedrooms
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 mi
  • Air conditioning
“The home and stay were wonderful - perfectly wonderful!” The rental home is amazing. The home is decorated so tastefully, and it is filled with very quality furnishings and linens. We felt that the home was quite spacious and the layout worked very
…see more

Certificate of Excellence

Price per night from

$200

Price per night from

$200

Distance approx 10.44 km from Manchester-by-the-Sea

(2) Excellent 

18

GULLY POINT AT THE SEAWARD EXUDES CLASSIC COASTAL CHARM

Cape Ann / Rockport

Rockport cottage

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 mi
  • Child Friendly

Price per night from

$216

Responds fast!
avg. 37 minutes

Price per night from

$216

Distance approx 6.54 km from Manchester-by-the-Sea

14

Sweeping Harbor Views, Antique Charm And First Class Amenities In Old Town

Massachusetts / Marblehead

Marblehead apartment

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$183

Price per night from

$183

Distance approx 10.34 km from Manchester-by-the-Sea

14

Coolest House in Rockport: Newly Renovated Home Overlooking Pigeon Cove Floor 1

Cape Ann / Rockport

Rockport house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly

Price per night from

$372

Price per night from

$372

Distance approx 6.27 km from Manchester-by-the-Sea

23

Exclusive Lifestyle near the Ocean

Massachusetts / Marblehead

Marblehead house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$914

Price per night from

$914

Distance approx 8.37 km from Manchester-by-the-Sea

27

Priceless Ocean View 2BR + porch bed

Massachusetts / Ipswich

Ipswich house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Air conditioning

Price per night from

$217

Price per night from

$217

Distance approx 7.86 km from Manchester-by-the-Sea

24

NEW! Ipswich Townhome w/4-Season Porch & Yard!

Massachusetts / Ipswich

Ipswich townhouse

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$80

Responds fast!
avg. 21 minutes

Price per night from

$80

Distance approx 9.31 km from Manchester-by-the-Sea

(1) Very Good 

15

A Year-Round Vacation Home

Cape Ann / Rockport

Rockport house

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child Friendly
  • Private garden

Price per night from

$286

Responds fast!
avg. 3 hours 31 minutes

Price per night from

$286

Distance approx 4.32 km from Manchester-by-the-Sea

13

Loft Apartment A at Cedar Hill Farm B&B

Cape Ann / Essex

Essex apartment

1 4 2 nights min

  • 1 bedroom
  • sleeps 4
  • 2 nights min
  • Nearest beach 2 mi
  • Child Friendly
  • Air conditioning

Price per night from

$200

Price per night from

$200

Distance approx 10.34 km from Manchester-by-the-Sea

21

Coolest House in Rockport: Overlooking Pigeon Cove and the Ocean

Cape Ann / Rockport

Rockport condo

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$400

Price per night from

$400

Distance approx 18.26 km from Manchester-by-the-Sea

16

2 BR First Floor Beach House Just Steps To the Beach and Downtown Salisbury!

Massachusetts / Salisbury

Salisbury apartment

2 6 7 nights min

  • 2 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Air conditioning

Price per night from

$213

Price per night from

$213

Distance approx 17.22 km from Manchester-by-the-Sea

4

King Studio

Massachusetts / Winthrop

Winthrop hotel apartment

1 2 1 night min

  • 1 bedroom
  • sleeps 2
  • 1 night min
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$217

Price per night from

$217

Distance approx 18.35 km from Manchester-by-the-Sea

11

Beautiful

Massachusetts / Malden

Malden house

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$400

Responds fast!
avg. 32 minutes

Price per night from

$400

Distance approx 5.24 km from Manchester-by-the-Sea

28

Private Contemporary 2-Acre Retreat on Gloucester's Rust Island (4 Bedroom)

Cape Ann / Gloucester

Gloucester house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly

Price per night from

$457

Price per night from

$457

Distance approx 9.82 km from Manchester-by-the-Sea

15

Can't wait to return to Four Winds in Rockport, MA

Cape Ann / Rockport

Rockport condo

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Air conditioning

Price per night from

$287

Price per night from

$287

Distance approx 16.48 km from Manchester-by-the-Sea

4

sterns & foster queen size bed

Massachusetts / Revere

Revere room

1 1 1 night min

  • 1 bedroom
  • sleeps 1
  • 1 night min
  • Air conditioning
  • Private garden

Price per night from

$68

Price per night from

$68

Distance approx 5.65 km from Manchester-by-the-Sea

9

Downtown Beverly Cozy 2bedroom

Massachusetts / Beverly

Beverly apartment

3 5 1 night min

  • 3 bedrooms
  • sleeps 5
  • 1 night min
  • Child Friendly
  • Car not necessary

Price per night from

$137

Price per night from

$137

Distance approx 6.4 km from Manchester-by-the-Sea

18

Beautifully Appointed Home in Old Town

Massachusetts / Marblehead

Marblehead house

3 6 4 nights min

  • 3 bedrooms
  • sleeps 6
  • 4 nights min
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$377

Responds fast!
avg. 2 hours 4 minutes

Price per night from

$377

Distance approx 18.95 km from Manchester-by-the-Sea

(1) Excellent 

35

VILLA RIVIERA on the Merrimack River.

Massachusetts / Newburyport

Newburyport villa

5 16 14 nights min

  • 5 bedrooms
  • sleeps 16
  • 14 nights min
  • Nearest beach 16 mi
  • Child Friendly
  • Air conditioning

Price per night from

$1,139

Price per night from

$1,139

Distance approx 18.72 km from Manchester-by-the-Sea

(7) Excellent 

35

Beautiful Ocean Front Beach Condo in Salisbury, MA

Massachusetts / Salisbury

Salisbury condo

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Beach / lakeside relaxation
  • Child Friendly
  • Air conditioning

Price per night from

$60

Price per night from

$60

Distance approx 8.99 km from Manchester-by-the-Sea

(4) Excellent 

46

Directly on Long Beach Rockport MA

Cape Ann / Rockport

Rockport house

4 14 7 nights min

  • 4 bedrooms
  • sleeps 14
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 mi
  • Child Friendly

Price per night from

$580

Price per night from

$580

Distance approx 6.64 km from Manchester-by-the-Sea

31

Charming historic building from 1700's!

Massachusetts / Marblehead

Marblehead condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Air conditioning
  • Pet Friendly

Price per night from

$103

Price per night from

$103

Distance approx 10.43 km from Manchester-by-the-Sea

(1) Excellent 

30

Oceanfront Cape Ann retreat w/ stunning views, fireplace, deck, & gas grill!

Massachusetts / Cape Ann

Cape Ann house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Car not necessary

Price per night from

$413

Price per night from

$413

Distance approx 7.18 km from Manchester-by-the-Sea

37

Modern beach home w/ deck, central AC, & free WiFi, steps from the ocean

Cape Ann / Gloucester

Gloucester house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$129

Price per night from

$129

Distance approx 4.91 km from Manchester-by-the-Sea

28

Inviting apartment with harbor views, fireplace, patio, & gas grill!

Cape Ann / Gloucester

Gloucester house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly
  • Car not necessary
  • Air conditioning

Price per night from

$130

Price per night from

$130