Osterville Holiday Rentals, Massachusetts: Private House Rentals

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Our top choices for Osterville hotels

A beach with a sandy shore and calm water.

A spacious kitchen with white cabinetry, a large window, and a view of the outdoors.

A small, single-story building with a porch and outdoor seating area.

A compact kitchen with white cabinets, a microwave, and a sink. There is a small rug on the floor and a bed with a floral bedspread in the adjacent room.

1. Craigville Beach Inn

Centerville

Juli

3.838.111 ₫

4.392.807 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A modern conference room with a long table, chairs, a flat-screen TV, and pendant lighting.

A hotel room with a bed, a TV, a sofa, a lamp, and a chair.

A reception area with a wooden reception desk, a digital kiosk, and a fireplace.

A modern reception area with a desk, chairs, a fireplace, and a decorative plant.

2. Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Hyannis

Joyce

3.276.689 ₫

3.750.170 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A gym with various cardio and strength training equipment, including treadmills, elliptical machines, and weight machines.

A hotel room with a gray sofa, a television on a stand, a sliding door, a framed picture on the wall, and a lamp on a side table.

A hotel room with two beds, a desk with a computer, a chair, and a window with curtains.

A swimming pool with chairs and umbrellas, surrounded by a fence and greenery.

3. Holiday Inn Hyannis by IHG

Hyannis

Alexander

3.285.744 ₫

3.760.495 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An indoor water park with slides, a pirate-themed ship, and a sign reading "Pirate Bay".

A bar area with a high counter, multiple seating options, and a ceiling with a shark motif.

A restaurant with a blue and yellow color scheme, wooden walls, and a central palm tree. Tables and chairs are arranged for dining.

A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.

4. Margaritaville Resort Cape Cod

Hyannis

Norine

3.702.283 ₫

5.717.918 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A buffet area with a display of sweet rolls, a sign indicating the roll selection process, and a patterned wall in the background.

A hotel room with two beds, a desk, a chair, and a window with a view of trees.

A hotel room with a blue sofa, an orange chair, a small table, a window with a view of buildings, and a painting on the wall.

A hotel room with a blue sofa, an orange chair, a desk with a computer, and artwork on the wall.

5. Holiday Inn Express Hyannis Cape Cod by IHG

Hyannis

Joanne

2.613.072 ₫

2.990.803 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A two-story hotel with a curved facade, a balcony, and a sign indicating the lobby.

A waterfront hotel with a view of the marina and boats.

An outdoor seating area with wicker furniture, umbrellas, and a stone wall.

A modern living room with two sofas, a coffee table, and a stone wall with a fireplace.

6. Hyannis Harbor Hotel

Hyannis

Jayne

3.540.583 ₫

4.457.612 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A multi-story hotel with balconies, a flat roof, and a clear sky.

A man sitting at a table with a laptop, overlooking a pool area with chairs and tables.

An indoor swimming pool with clear water, surrounded by black chairs and tables.

A reception area with a counter, a seated area with a lamp, and framed pictures on the wall.

7. Hyannis Travel Inn

Hyannis

David J

2.561.328 ₫

2.931.298 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A spacious living area with a checkered floor, a wooden staircase, a sofa set, a television, and a potted plant.

A flat-screen TV mounted on a wall above a fireplace with a visible fire.

A spa room with a large bathtub, a mirror, and a chandelier.

A compact, modern bathroom with a wooden vanity, a mirror, a hairdryer, and a small seating area.

8. Hyannis Plaza Hotel

Hyannis

Kali

2.715.784 ₫

3.366.935 ₫ total

includes taxes & fees

14 Oct - 15 Oct

A lakeside property with a large building featuring multiple rooms and a covered outdoor area.

A living room with a flat-screen TV on a wooden stand, a coffee machine, and a bookshelf.

A green door leading to a covered porch with a view of a lake and autumn foliage.

A room with a white wicker chair, a television on a dresser, and a refrigerator.

9. Spring Garden Inn

East Sandwich

Darrell

2.431.968 ₫

2.783.568 ₫ total

includes taxes & fees

11 Oct - 12 Oct

An outdoor patio with round tables and chairs, a fire pit, and a covered seating area with string lights.

A large indoor swimming pool with multiple lanes, surrounded by rows of chairs and a high ceiling with large windows.

A lobby with a stone wall, a TV, and seating areas.

A modern lounge area with a stone wall, a flat-screen TV, and comfortable seating.

10. Doubletree by Hilton Cape Cod - Hyannis

Hyannis

Tammie

3.254.698 ₫

3.725.001 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a large bed, a chair, a table, and a window with curtains.

A brick pathway leading to a building with a sign reading "SeaCoast Inn" and the number 33.

A house with white siding, a balcony with white railings, and two flower boxes with plants.

A coffee station with a Bunn branded juice dispenser, a coffee machine, and a variety of coffee pods.

11. SeaCoast Inn

Hyannis

Jacob

2.820.048 ₫

3.227.545 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A long dining table with chairs, a kitchen area, and a large window.

A reception area with a check-in counter, blue chairs, a waiting area, and a glass door leading to a dining area.

A hotel room with a bed, a desk with a flat-screen TV, a coffee maker, a microwave, a vacuum cleaner, and a sliding door to a balcony.

An indoor swimming pool with clear blue water, tiled walls, and a ceiling painted in blue.

12. Comfort Inn Hyannis - Cape Cod

Hyannis

catherine

2.904.908 ₫

3.324.668 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a sofa, coffee table, and kitchen area with appliances.

A bedroom with a bed, a dresser, a TV, a window with blinds, and an air conditioner.

A building with a covered entrance, a parking lot, and a tree with pink blossoms.

A hotel room with a desk, a television, a microwave, and a window with curtains.

13. Hyannis Host Inn

Hyannis

Keith

3.929.439 ₫

4.497.243 ₫ total

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with a covered area, poolside chairs, and a table.

A spacious living area with a large TV, comfortable seating, and a view of the outside.

A spacious living area with a kitchen, a coffee machine, a television, and a magazine rack.

A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a curtain.

14. Americas Best Value Inn & Suites Hyannis Cape Cod

Hyannis

Linda

2.302.608 ₫

2.635.322 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A covered walkway with wooden flooring, planter boxes with plants, and a white exterior wall.

A hallway with a sign reading 'ASCEND COLLECTION,' a wooden planter with plants, and a reflective floor.

A living room with a sofa, coffee table, and patterned chair. There are two wall-mounted ship wheels and a framed picture on the wall.

An indoor swimming pool with lounge chairs, a stone wall, and a mezzanine level.

15. Heritage House Inn on Cape Cod, an Ascend Collection Hotel

Hyannis

Berita

3.276.689 ₫

3.750.170 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A pool area with lounge chairs and flags.

A sports complex with a tennis court, parking area, and buildings with multiple floors and a sloped roof.

A modern building with a sloped roof, large windows, and a covered entrance area with seating.

A restaurant interior with tables and chairs, decorative lanterns, and potted plants.

16. The Cove at Yarmouth by Westgate Resorts

West Yarmouth

Kim

3.333.220 ₫

3.814.871 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A poolside area with a wooden pergola, green seating, and a sign reading "LE JARDIN BLEU".

A modern indoor dining area with a wooden table, chairs, and a decorative wall with string lights.

A row of white bicycles with brown seats and wicker baskets, parked in front of a white building with black railings and large windows.

A bar area with a patterned wall, wicker chairs, and a tiled floor.

17. Uncommoner Hotel by Reverie Boutique Collection

West Yarmouth

Monique

2.689.394 ₫

3.185.588 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A marina with boats docked, a wooden pier, and residential buildings in the background.

An outdoor dining area with white picket fencing, tables, and chairs.

A hotel room with a large bed, two bedside tables, a desk with a chair, a mirror, and two wall lamps.

18. Cape Cod Inn

Hyannis

Julianne

2.638.944 ₫

3.020.297 ₫ total

includes taxes & fees

12 Oct - 13 Oct

An indoor swimming pool with a brick wall, a white table with chairs, and a large window.

A multi-story hotel with a well-maintained lawn, outdoor seating area with chairs, and a wooden deck.

A compact hotel room with a kitchenette, a bed, a dining area, and a view through a large window.

A reception area with a reception desk, a clock, a fire alarm, and a sign for the courtyard resort.

19. Courtyard Resort

Hyannis

Blagoy

3.622.080 ₫

4.145.471 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A covered outdoor seating area with wicker furniture and a glass-top table.

A restaurant with wooden tables and chairs, a counter with a cash register, and large windows offering a view of the outside.

A two-story motel with a balcony on the upper floor, a parking lot in front, and a brick facade.

A compact kitchen with a microwave, a window, a sink, and a radiator.

20. Cape Cod Harbor House Inn

Hyannis

Olivia

3.078.768 ₫

3.523.508 ₫ total

includes taxes & fees

12 Oct - 13 Oct

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Stay near popular Osterville attractions

A wooden pier with a sunset view over the water.

Dowses Beach

10.0/10 (1 review)

This serene peninsula beach offers both bay and ocean waters with views across East Bay to Hyannis Port. Enjoy calm swimming, shell collecting, or fishing from the accessible wooden pier at the north end.

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A beach with a small wooden structure, a flag, and a clear blue sky.

Public Beach

Nestled on a peninsula, Dowses Beach offers visitors both bay and ocean waters with soft sands perfect for shell collecting. Arrive early during summer to secure parking and claim your spot on this tranquil shoreline.

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Stand Up & Paddle Cape Cod

Glide across Cape Cod's serene waterways with expert SUP instruction tailored to your skill level. Morning sessions offer the calmest conditions for spotting local wildlife while mastering this peaceful water sport.

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Learn more about Osterville

Elegant boutiques and seafood restaurants line Main Street in this charming Cape Cod village with New England coastal appeal. Spend sunny afternoons at Joshua's Pond or Dowses Beach, where calm waters welcome swimmers and kayakers.

See all hotels in Osterville

Storefronts with signs for Coastal Style, Sara Campbell, and Oyster Island Emporium.

Top Osterville Hotel Reviews

Sea Crest Beach Resort

8/10 Good

"We went for a September wedding and stayed one night. Perfect access to the beach and a short drive to town. Staff were amazing! Mostly updated but a few thing - doors especially- still need an upgrade."

Hyannis Travel Inn

10/10 Excellent

"Front desk fellow was super helpful. Quality breakfast for on the go. Room was clean and comfortable. Maybe the plywood on the patio could have been painted to make it feel like less a of a sketchy patch job"

Bayside Resort Hotel

10/10 Excellent

"So glad we chose this hotel over so many other choices. The room was clean and updated. The staff were so friendly and helpfull. What a great view of the bay and I loved the sandy beach with comfy chairs and the firepits. So nice to relax and enjoy a cocktail fireside."

Inn on the Square

10/10 Excellent

"Very comfortable bed!"

Summercamp

10/10 Excellent

"I had a wonderful stay at this hotel! Everything about the experience was fantastic, and the property exceeded my expectations. One of the things I appreciated most was the convenient, complimentary parking, which made coming and going completely hassle-free. The hotel’s beautiful location right on the bay was another highlight, offering a peaceful atmosphere and wonderful views. The accommodations were excellent, and the overall experience made my trip even more enjoyable. I would highly recommend this hotel to anyone visiting the area and would definitely stay here again!"

Iris Hotel Cape Cod

10/10 Excellent

"It was a perfect location for us, it was clean, updated and we slept great!"

Red Jacket Beach Resort

10/10 Excellent

"Beautiful river views. Staff were very nice and helpful."

Cape Sands Inn

8/10 Good

"Recommended. Good , clean place at a reasonable price."

More cheap stays in Osterville

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

1.877.790 ₫

2.149.446 ₫ total

15 Oct - 16 Oct

includes taxes & fees

8.2/10 Very good! (1,151 reviews)

Hyannis Travel Inn

18 North St Hyannis MA

2.561.328 ₫

2.931.298 ₫ total

12 Oct - 13 Oct

includes taxes & fees

9.6/10 Exceptional! (1,010 reviews)

Holiday Inn Express Hyannis Cape Cod by IHG

1470 Iyannough Road Hyannis MA

2.613.072 ₫

2.990.803 ₫ total

29 Oct - 30 Oct

includes taxes & fees

Sandwich Lodge & Resort

54 Route 6A Sandwich MA

2.820.048 ₫

3.227.545 ₫ total

13 Oct - 14 Oct

includes taxes & fees

Falmouth Inn

824 Main Street Falmouth MA

3.337.488 ₫

4.337.194 ₫ total

12 Oct - 13 Oct

includes taxes & fees

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

4.113.648 ₫

4.708.070 ₫ total

11 Oct - 12 Oct

includes taxes & fees

Hotels in Osterville with star rating

Frequently asked questions

What's the seasonal weather in Osterville?

The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Osterville is 1328 mm.

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Book Hotels in Osterville on Expedia.com

Find hotels in Osterville, MA from 2.149.446 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Osterville

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Osterville hotels

1. Craigville Beach Inn

2. Fairfield Inn & Suites by Marriott Cape Cod Hyannis

3. Holiday Inn Hyannis by IHG

4. Margaritaville Resort Cape Cod

5. Holiday Inn Express Hyannis Cape Cod by IHG

6. Hyannis Harbor Hotel

7. Hyannis Travel Inn

8. Hyannis Plaza Hotel

9. Spring Garden Inn

10. Doubletree by Hilton Cape Cod - Hyannis

11. SeaCoast Inn

12. Comfort Inn Hyannis - Cape Cod

13. Hyannis Host Inn

14. Americas Best Value Inn & Suites Hyannis Cape Cod

15. Heritage House Inn on Cape Cod, an Ascend Collection Hotel

16. The Cove at Yarmouth by Westgate Resorts

17. Uncommoner Hotel by Reverie Boutique Collection

18. Cape Cod Inn

19. Courtyard Resort

20. Cape Cod Harbor House Inn

Stay near popular Osterville attractions

Dowses Beach

Public Beach

Stand Up & Paddle Cape Cod

Learn more about Osterville

Top Osterville Hotel Reviews

Sea Crest Beach Resort

Hyannis Travel Inn

Bayside Resort Hotel

Inn on the Square

Summercamp

Iris Hotel Cape Cod

Red Jacket Beach Resort

Cape Sands Inn

More cheap stays in Osterville

Cape Sands Inn

Hyannis Travel Inn

Holiday Inn Express Hyannis Cape Cod by IHG

Sandwich Lodge & Resort

Falmouth Inn

Holiday Hill Inn & Suites

Hotels in Osterville with star rating

Frequently asked questions

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