Best Vacation Rental Property Management Companies in New England (2025)

New England is one of America's most beloved travel regions. The six-state area encompasses Cape Cod and the Islands (Nantucket, Martha's Vineyard), Vermont's ski resorts, New Hampshire's White Mountains, Rhode Island's Newport and Block Island, and Connecticut's Litchfield Hills. New England vacation rental investing rewards market selection and market-specific expertise. Explore Awning's New England property management services to see full coverage.

Use the Airbnb estimator to model revenue for any New England market, and check Airbnb market data to understand the region's seasonal demand patterns. Review Airbnb management fees: what to expect before evaluating New England property managers.

New England's Major Vacation Rental Markets

Cape Cod, Nantucket, and Martha's Vineyard (Massachusetts): Cape Cod is New England's dominant beach vacation rental market. Nantucket and Martha's Vineyard are ultra-premium island markets — a week's rental of a well-positioned property can range from $10,000–$50,000 during peak summer weeks. Supply is extremely constrained on both islands, which sustains premium pricing.

‍See Cape Cod property management → | Massachusetts property management →

Vermont (Stowe, Killington, Manchester, Woodstock): New England's premier ski state and one of the country's most iconic fall foliage destinations. Stowe is the most upscale and consistently strong ski market. Killington is New England's largest ski resort.

‍See Vermont property management →

New Hampshire White Mountains (North Conway, Lincoln, Jackson): A cluster of ski resorts and summer hiking, fall foliage, and the iconic Mount Washington experience. ADRs are lower than Vermont but property acquisition costs are also generally lower, supporting strong yield calculations.

Newport, Rhode Island: One of America's most distinctive vacation destinations — Gilded Age mansions, sailing culture, and a vibrant waterfront food and nightlife scene. A premium urban market with strong demand from New York and Boston.

Block Island, Rhode Island: An off-the-beaten-path island destination accessible only by ferry. Strong summer demand, limited supply, and a devoted repeat visitor base. A niche but high-performing vacation rental market for the right property.

Connecticut (Litchfield Hills, Mystic, Greenwich shoreline): Serves the enormous New York City metropolitan area's demand for accessible weekend getaways. Farm stays, maritime tourism, and shoreline communities all support vacation rental demand.

Boston as a gateway: While Boston itself has complex STR regulations, it serves as the primary feeder market for coastal Maine, Cape Cod, and NH vacation rentals.

‍See Boston property management →

Best Property Management Companies in New England

Awning

Awning provides full-service vacation rental management across New England's major markets including Cape Cod, Vermont ski country, Maine, and Rhode Island. New England markets require a manager who understands the region's extreme seasonality, the cultural expectations of discerning Northeast travelers, and the specific regulatory environments of markets like Martha's Vineyard and Nantucket.

Vacasa

National operator with New England presence across multiple markets. Strong channel distribution and 24/7 guest support with the infrastructure to serve multiple states.

Local boutique operators are particularly strong on Cape Cod, Nantucket, and in Vermont ski markets, where long-standing relationships with repeat guests and deep local knowledge provide real competitive advantages over national operators in certain property categories.

The New England Vacation Rental Investor's Framework

New England vacation rental investing requires understanding that most markets are deeply seasonal. On Cape Cod, Nantucket, Block Island, and coastal Rhode Island, the majority of annual revenue is generated in 8–12 summer weeks. Vermont ski properties see a similar concentration in February and March. Properties that add a second season — ski plus foliage in Vermont, sailing plus foliage in Newport — dramatically improve annual yield.

Use the STR ROI calculator to model seasonality and annual revenue projections for your specific New England market. The RedAwning Guidebook Builder is a free tool that helps you create a polished guest guidebook — particularly valuable in New England markets where local recommendations (restaurants, beaches, activities) are a major driver of repeat bookings and strong reviews.

Before investing, review the Airbnb Risk Management Playbook and ensure you have appropriate coverage with the right landlord insurance for New England's seasonal operating environment.

New England STR Resources

• Airbnb estimator — Revenue modeling for any New England market

• Airbnb market data — Benchmark New England occupancy and ADR

• STR ROI calculator — Full investment return modeling

• Airbnb management fees: what to expect — Understand management costs

• Guidebook builder — Free digital guidebook for New England guests

• Best smart locks for Airbnb — Automate property access

Frequently Asked Questions

What is the best New England state for vacation rental investment?

Massachusetts (particularly Cape Cod, Nantucket, and Martha's Vineyard) and Vermont (Stowe, Killington) are New England's strongest vacation rental markets based on gross revenue and ADRs. Massachusetts beach markets produce the highest summer rates, while Vermont produces more balanced year-round revenue from ski and foliage seasons.

Are short-term rentals profitable in New England?

Yes. New England's vacation rental markets are among the most profitable in the United States, particularly in premium coastal markets like Nantucket and Martha's Vineyard and top ski markets like Stowe. The combination of high ADRs, strong demand from the dense Northeast population base, and constrained supply supports excellent revenue performance for well-managed properties.

How much does vacation rental management cost in New England?

New England vacation rental management fees typically range from 20–35% of gross revenue. Weekly rental markets like Cape Cod and the Islands sometimes use different fee structures than nightly-booking urban markets.

What is the best area on Cape Cod for vacation rental investment?

The Lower Cape — particularly Chatham, Wellfleet, and Truro — consistently produces the highest ADRs on Cape Cod due to natural beauty, beach quality, and an affluent visitor demographic. Provincetown is also extremely strong with its unique cultural draw and LGBTQ+ tourism base.

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Explore Awning New England vacation rental property management →